Suginome Laboratory
NEWS
- 2024-11-03newsOur laboratory website has been rebuilt with a new URL and format.
- 2024-09-11awardPoster Award to Ms. Jiyaing Li in 70th Symposium on Organometallic Chemistry, Japan (Sep 9-11, 2024, Osaka Metropolitan University).
- 2024-08-29newsWe held the 34th International Symposium on Chirality (Chirality 2024, Kyoto, August 26-29, 2024). The event concluded successfully. We extend our heartfelt gratitude to all participants and supporters.
- 2024-07-18awardBest Poster Prize to Mr. Yunhao Song and Ms. Jiaying Li in 30th International Conference on Organometallic Chemistry (ICOMC-30, Jul 14–18, 2014, Agra, India).
- 2024-05-17awardPoster Presentation Award to Mr. Yunhao Song, Poster Presentation Award (BCSJ Award) to Ms. Jiaying Li in the 20th International Symposium on Silicon Chemistry (ISOS-20, May 12-17, 2024, Hiroshima).
- 2024-04-23awardCSJ Student Presentation Award 2024 to Mr. Yunhao Song for his presentation in the 104th CSJ spring meeting (Mar 18-21, 2024, Funabashi).
- 2024-04-02newsMs. Kae Oshitani joined us as M1 students.
- 2024-04-02newsNew B4 students joined us.
- 2023-11-13awardBest Poster Award to Mr. Yunhao Song in the 27th Symposium of the Society of Silicon Chemistry, Japan (Nov 10-11, 2023, Tochigi)
- 2023-04-04newsNew B4 students joined us.
- 2024-11-03newsOur laboratory website has been rebuilt with a new URL and format.
- 2024-09-11awardPoster Award to Ms. Jiyaing Li in 70th Symposium on Organometallic Chemistry, Japan (Sep 9-11, 2024, Osaka Metropolitan University).
- 2024-08-29newsWe held the 34th International Symposium on Chirality (Chirality 2024, Kyoto, August 26-29, 2024). The event concluded successfully. We extend our heartfelt gratitude to all participants and supporters.
- 2024-07-18awardBest Poster Prize to Mr. Yunhao Song and Ms. Jiaying Li in 30th International Conference on Organometallic Chemistry (ICOMC-30, Jul 14–18, 2014, Agra, India).
- 2024-05-17awardPoster Presentation Award to Mr. Yunhao Song, Poster Presentation Award (BCSJ Award) to Ms. Jiaying Li in the 20th International Symposium on Silicon Chemistry (ISOS-20, May 12-17, 2024, Hiroshima).
- 2024-04-23awardCSJ Student Presentation Award 2024 to Mr. Yunhao Song for his presentation in the 104th CSJ spring meeting (Mar 18-21, 2024, Funabashi).
- 2024-04-02newsMs. Kae Oshitani joined us as M1 students.
- 2024-04-02newsNew B4 students joined us.
- 2023-11-13awardBest Poster Award to Mr. Yunhao Song in the 27th Symposium of the Society of Silicon Chemistry, Japan (Nov 10-11, 2023, Tochigi)
- 2023-04-04newsNew B4 students joined us.
Publications
論文
2024
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Dynamics of side chains in poly(quinoxaline-2,3-diyl)s studied via quasielastic neutron scattering
Rintaro Inoue, Yuuya Nagata, Taiki Tominaga, Sota Sato, Yukinobu Kawakita, Tomonori Yamawaki, Ken Morishima, Michinori Suginome, Masaaki Sugiyama
J. Chem. Phys. 2024, 161, 054905. 10.1063/5.0215603 -
In Situ Dehydrogenative Generation of Vinyl Groups Bound to Heteroatoms by the Use of Ethyl Groups as Surrogates in Iridium-Catalyzed Intramolecular C-H/C-H Coupling
Kaito Yagi, Toshimichi Ohmura, Michinori Suginome
ACS Catal.2024, 14, 2014-2021. 10.1021/acscatal.3c05965
2023
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A Traceless Chiral Shift Reagent Based on Nonbonding Interactions with Single-Handed Helical Poly(quinoxaline-2,3-diyl)
A Traceless Chiral Shift Reagent Based on Nonbonding Interactions with Single-Handed Helical Poly(quinoxaline-2,3-diyl)
Angew. Chem. Int. Ed.2023, 62, e202301347. 10.1002/anie.202301347 -
Development of Dynamically Chiral Helical Polymer Catalysts Based on Post-Polymerization Modification of Boronyl Pendants (written in Japanese)
Takeshi Yamamoto, Yukako Yoshinaga, Michinori Suginome
Journal of Synthetic Organic Chemistry Japan., 2023, 81, 324-332. 10.5059/yukigoseikyokaishi.81.324
2022
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Iridium-catalyzed Enantioselective Intramolecular Cross-dehydrogenative Coupling of Alkyl Aryl Ethers Giving Enantioenriched 2,3-Dihydrobenzofurans
Satoshi Kusaka, Toshimichi Ohmura, Michinori Suginome
Chem. Lett., 2022, 51, 601–604. 10.1246/cl.220129 -
Synthesis of Disilanes, Dihydrosiloles, and 1,4-Disilacyclohexa-2,5-dienes by Transition-Metal-Free Transfer of Diphenylsilylene and Dimethylsilylene from Silylboronic Esters
Ikuo Sasaki, Asahi Maebashi, Jiaying Li, Toshimichi Ohmura, Michinori Suginome
Eur. J. Org. Chem., 2022, e202101573. 10.1002/ejoc.202101573
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2021
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Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allylic Aryl Ethers Devoid of a Directing Group on the Aryl Group
Toshimichi Ohmura, Satoshi Kusaka, Michinori Suginome
Chem. Commun., 2021, 57, 13542–13545. 10.1039/D1CC05684K -
PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols
Takeshi Yamamoto, Ryo Murakami, Michinori Suginome
Org. Lett., 2021, 23, 8711-8716. 10.1021/acs.orglett.1c03134 -
Mechanism of 2,6-Dichloro-4,4’-bipyridine-Catalyzed Diboration of Pyrazines Involving a Bipyridine-Stabilized Boryl Radical
Toshimichi Ohmura, Yohei Morimasa, Tomoya Ichino, Yusuke Miyake, Yasujiro Murata, Michinori Suginome, Kunihiko Tajima, Tetsuya Taketsugu, Satoshi Maeda
Bull. Chem. Soc. Jpn., 2021, 294, 1894–1902. 10.1246/bcsj.20210145 -
Intramolecular Addition of a Dimethylamino C(sp3)–H Bond across C–C Triple Bonds using IrCL(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Takeru Torigoe, Michinori Suginome
Synthesis, 2021, 53, 3057–3064. 10.1055/a-1511-1025 -
Protected Amino Acids as a Nonbonding Source of Chirality in Induction of Single-Handed Screw-Sense to Helical Macromolecular Catalysts
Shoma Ikeda, Ryohei Takeda, Takaya Fujie, Naoto Ariki, Yuuya Nagata, Michinori Suginome
Chem. Sci., 2021, 12, 8811–8816. 10.1039/D1SC01764K -
Copper-Catalyzed Regioselective trans-Silaboration of Internal Arylalkynes with Stereochemical Switch to cis-Addition Mode
Toshimichi Ohmura, Yuta Takaoka, Michinori Suginome
Chem. Commun., 2021, 57, 4670–4673. 10.1039/D1CC01579F -
Asymmetric O-to-C Aryloxycarbonyl Migration of Indolyl Carbonates Using Single-handed Dynamic Helical Polyquinoxalines Bearing 4-Aminopyridyl Groups as Chiral Nucleophilic Catalysts
Takeshi Yamamoto, Takuya Takahashi, Ryo Murakami, Naoto Ariki, Michinori Suginome
Bull. Chem. Soc. Jpn., 2021, 94, 943–949. 10.1246/bcsj.20200369 -
Amphiphilic Immobilized Diphenylprolinol Alkyl Ether Catalyst on PS-PEG Resin
Seitaro Koshino, Shusuke Hattori, Shota Hasegawa, Naoki Haraguchi, Takeshi Yamamoto, Michinori Suginome, Yasuhiro Uozumi, Yujiro Hayashi
Bull. Chem. Soc. Jpn., 2021, 94, 790–797. 10.1246/bcsj.20200355
2020
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Enantioconvergent Cu-Catalyzed Intramolecular C–C Coupling at Boron-Bound C(sp3) Atoms of α-Aminoalkylboronates Using a C1-Symmetrical 2,2′-Bipyridyl Ligand Attached to a Helically Chiral Macromolecular Scaffold
Yukako Yoshinaga, Takeshi Yamamoto, Michinori Suginome
J. Am. Chem. Soc., 2020, 142, 18317–18323. 10.1021/jacs.0c09080 -
ボリルシランをシリレンおよびシレン合成等価体として利用する触媒的分子変換 (written in Japanese)
大村 智通、杉野目 道紀
ケイ素化学協会誌 2020, 37, 40-49. -
Holding of planar chirality of pillar[5]arene by kinetic trapping using host–guest interactions with achiral guest solvents
Yuuya Nagata, Misaki Suzuki, Yasuo Shimada, Hiroki Sengoku, Shungo Nishida, Takahiro Kakuta, Tadaaki Yamagishi, Michinori Suginome, Tomoki Ogoshi
Chem. Commun., 2020, 56, 8424-8427. 10.1039/d0cc03413d -
Stereoinvertive C−C Bond Formation at the Boron‐Bound Stereogenic Centers via Copper–Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters
Yukako Yoshinaga, Takeshi Yamamoto, Michinori Suginome
Angew. Chem. Int. Ed., 2020, 59, 7251-7255. 10.1002/anie.201914864 -
Construction of Silicon-Containing Seven-Membered Rings by Catalytic [4+2+1] Cycloaddition through Rhodium Silylenoid
Ikuo Sasaki, Toshimichi Ohmura, and Michinori Suginome
Org. Lett., 2020, 22, 2961-2966. 10.1021/acs.orglett.0c00690 -
Tandem C–H Activation by a Single Iridium Catalyst: Direct Access to Indoles and Indolines from o-Alkyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Satoshi Kusaka, and Michinori Suginome
ACS Catal., 2020, 10, 3152-3157. 10.1021/acscatal.9b05579
2019
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4,4’-Bipyridyl-catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron
Hiromu Hosoya, Luis C. Misal Castro, Ibrahim Sultan, Yumiko Nakajima, Toshimichi Ohmura, Kazuhiko Sato, Hayato Tsurugi, Michinori Suginome, and Kazushi Mashima
Org. Lett., 2019, 21, 9812-9817. 10.1021/acs.orglett.9b03419 -
Iridium-Catalyzed C(sp3)–H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans
Toshimichi Ohmura, Satoshi Kusaka, Takeru Torigoe, and Michinori Suginome
Adv. Synth. Catal., 2019, 361, 4448-4453. 10.1002/adsc.201900749 -
Boryl-Directed, Ir-Catalyzed C(sp3)–H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Org. Lett., 2019, 21, 6235-6240. 10.1021/acs.orglett.9b02112 -
Asymmetric Catalysis in Chiral Solvents: Chirality Transfer with Amplification of Homochirality through a Helical Macromolecular Scaffold
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
ACS Cent. Sci., 2019, 5, 1235-1240. 10.1021/acscentsci.9b00330 -
Pyridine-Based Organocatalysts for Regioselective syn-1,2-Silaboration of Terminal Alkynes and Allenes
Yohei Morimasa, Kosuke Kabasawa, Toshimichi Ohmura, and Michinori Suginome
Asian J. Org. Chem., 2019, 8, 1092-1096. 10.1002/ajoc.201900176 -
Lyotropic Liquid Crystallinity of Linear and Star Poly(quinoxaline-2,3-diyl)s: Isotropic-Liquid Crystal Phase Equilibria in Tetrahydrofuran
Hirokazu Hasegawa, Ken Terao, Takahiro Sato, Yuuya Nagata, and Michinori Suginome
Macromolecules, 2019, 52, 3158-3164, 10.1021/acs.macromol.9b00460 -
Telechelic Helical Poly(quinoxaline-2,3-diyl)s Containing a Structurally Defined, Circularly Polarized Luminescent Terquinoxaline Core: Synthesis by Core-Initiated Bidirectional Living Polymerization
Shogo Kuriyama, Yuuya Nagata, and Michinori Suginome
ACS Macro Lett., 2019, 8, 479-485, 10.1021/acsmacrolett.9b00165 -
Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2+2+1] Cycloaddition
Toshimichi Ohmura, Ikuo Sasaki, and Michinori Suginome
Org. Lett., 2019, 21, 1649-1653, 10.1021/acs.orglett.9b00326 -
Helical Poly(quinoxaline‐2,3‐diyl)s Bearing 1,2,3‐Triazole Pendants: Synthesis by CuAAC and Use as Reusable Abnormal NHC Ligands in Gold Catalysis
Pinglu Zhang, Takeshi Yamamoto, and Michinori Suginome
ChemCatChem, 2019, 11, 424-429, 10.1002/cctc.201801361 -
A bidirectional screw‐sense induction of poly(quinoxaline‐2,3‐diyl)s that depends on the degree of polymerization
Yuuya Nagata, Tsuyoshi Nishikawa, Ken Terao, Hirokazu Hasegawa, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2019, 57, 260-263, 10.1002/pola.29224
2018
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鈴木-宮浦カップリング ノーベル賞後の新展開 (written in Japanese)
大村 智通
化学 2018, 73 (8), 29-32. -
A Planar-Chiral Pillar[5]arene-Based Monophosphine Ligand with Induced Chirality at the Biaryl Axis
Yuuya Nagata, Yasuo Shimada, Tsuyoshi Nishikawa, Ryohei Takeda, Makoto Uno, Tomoki Ogoshi, and Michinori Suginome
Synlett, 2018, 29, 2167-2170, 10.1055/s-0037-1610635 -
Enantiospecific Suzuki-Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives
Toshimichi Ohmura, Kyoko Miwa, Tomotsugu Awano, and Michinori Suginome
Chem. Asian J., 2018, 13, 2414–2417, 10.1002/asia.201800536
Special Issue: Homogeneous Catalysis from Young Investigators in Asia
Highlighted in Synfacts, 2018, 14, 1264, 10.1055/s-0037-16110113 -
Abnormal Sergeants-and-Soldiers Effect of Poly(quinoxaline-2,3-diyl)s Enabling Discrimination of One-Carbon Homologous n-Alkanes through a Highly Sensitive Solvent-dependent Helix Inversion
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Comm., 2018, 54, 6867-6870, 10.1039/C8CC02836B -
Chirality-Amplifying, Dynamic Induction of Single-Handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites
Takeshi Yamamoto, Ryo Murakami, Satoko Komatsu, and Michinori Suginome
J. Am. Chem. Soc., 2018, 140, 3867-3870, 10.1021/jacs.8b00529 -
Elucidating the Solvent Effect on the Switch of the Helicity of Poly(quinoxaline-2,3-diyl)s: A Conformational Analysis by Small-Angle Neutron Scattering
Yuuya Nagata, Tsuyoshi Nishikawa, Michinori Suginome, Sota Sato, Masaaki Sugiyama, Lionel Porcar, Anne Martel, Rintaro Inoue, and Nobuhiro Sato
J. Am. Chem. Soc., 2018, 140, 2722-2726, 10.1021/jacs.7b11626
2017
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Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers
Toshimichi Ohmura, Hiroki Nishiura, and Michinori Suginome
Organometallics, 2017, 36, 4298–4304, 10.1021/acs.organomet.7b00695 -
4,4'-Bipyridine-Catalyzed Stereoselective trans-Diboration of Acetylenedicarboxylates to 2,3-Diborylfumarates
Toshimichi Ohmura, Yohei Morimasa, and Michinori Suginome
Chem. Lett., 2017, 46, 1793–1796, 10.1246/cl.170848 -
Asymmetric Cycloisomerization of o-Alkenyl-N-methylanilines to Indolines through Iridium-Catalyzed C(sp3)–H Addition to Carbon–Carbon Double Bonds
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
Angew. Chem. Int. Ed., 2017, 56, 14272–14276, 10.1002/anie.201708578
One of the Fifteen Most Accessed Articles (ACIE, Oct. 2017)
Selected as Synfact of the month (Jan. 2018), Synfacts, 2018, 14, 0039, 10.1055/s-0036-1591055 -
Synthesis and Solution Properties of a Rigid Helical Star Polymer: Three-Arm Star Poly(quinoxaline-2,3-diyl)
Hirokazu Hasegawa, Yuuya Nagata, Ken Terao, and Michinori Suginome
Macromolecules, 2017, 50, 7491–7497, 10.1021/acs.macromol.7b01797 -
Chirality-Switchable 2,2'-Bipyridine Ligands Attached to Helical Poly(quinoxaline-2,3-diyl)s for Copper-Catalyzed Asymmetric Cyclopropanation of Alkenes
Yukako Yoshinaga, Takeshi Yamamoto, and Michinori Suginome
ACS Macro Lett., 2017, 6, 705–710, 10.1021/acsmacrolett.7b00352 -
Rhodium-Catalyzed C(sp2)–H Addition of Arylboronic Acids to Alkynes Using a Boron-Based, Convertible ortho-Directing Group (written in Japanese)
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Chem. Lett., 2017, 46, 1169-1172, 10.1246/cl.170404 -
キラル側鎖による高分子らせんキラリティーの動的誘起に基づいた新しいキラル機能開拓
杉野目 道紀, 長田 裕也, 山本 武司
有機合成化学協会誌, 2017, 5, 476-490, 10.5059/yukigoseikyokaishi.75.476 -
Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations
Franco King-Chi Leung, Fumitaka Ishiwari, Yoshiaki Shoji, Tsuyoshi Nishikawa, Ryohei Takeda, Yuuya Nagata, Michinori Suginome, Yasuhiro Uozumi, Yoichi M. A. Yamada, and Takanori Fukushima
ACS Omega, 2017, 2, 1930-1937, 10.1021/acsomega.7b00200 -
Poly(quinoxaline-2,3-diyl) as a Multifunctional Chiral Scaffold for Circularly Polarized Luminescent Materials: Color Tuning, Energy Transfer, and Switching of the CPL Handedness
Tsuyoshi Nishikawa, Yuuya Nagata, and Michinori Suginome
ACS Macro Lett., 2017, 6, 431–435, 10.1021/acsmacrolett.7b00131 -
Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)–H Borylation at the Methyl Group on Silicon
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
J. Org. Chem., 2017, 82, 2943–2956, 10.1021/acs.joc.6b02917 -
C–H Activation-Based Transformation of Naphthalenes to 3-Iodo-2-naphthylboronic Acid Derivatives for Use in Iterative Coupling Synthesis of Helical Oligo(naphthalene-2,3-diyl)s
Takeshi Yamamoto, Aoi Ishibashi, Masashi Koyanagi, Hideki Ihara, Nils Eichenauer, and Michinori Suginome
Bull. Chem. Soc. Jpn., 2017, 90, 604-606, 10.1246/bcsj.20170026 -
Single-Handed Helical Poly(quinoxaline-2,3-diyl)s Bearing Achiral 4-Aminopyrid-3-yl Pendants as Highly Enantioselective, Reusable Chiral Nucleophilic Organocatalysts in the Steglich Reaction
Takeshi Yamamoto, Ryo Murakami, and Michinori Suginome
J. Am. Chem. Soc., 2017, 139, 2557–2560, 10.1021/jacs.6b12349 -
Regioselective Synthesis of o-Benzenediboronic Acids via Ir-Catalyzed o-C–H Borylation Directed by a Pyrazolylaniline-Modified Boronyl Group
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Org. Lett., 2017, 19, 886–889, 10.1021/acs.orglett.7b00041
2016
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High-Pressure Circular Dichroism Spectroscopy up to 400 MPa Using Polycrystalline Yttrium Aluminum Garnet (YAG) as Pressure-Resistant Optical Windows
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
RSC Adv., 2016, 6, 109726-109729, 10.1039/C6RA23736C -
Iridium-Catalyzed Intramolecular Methoxy C–H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
Chem. Eur. J., 2016, 22, 10415–10419, 10.1002/chem.201602152 -
Three-Way-Switchable (Right/Left/OFF) Selective Reflection of Circularly Polarized Light on Solid Thin Films of Helical Polymer Blends
Yuuya Nagata, Makoto Uno, and Michinori Suginome
Angew. Chem., Int. Ed, 2016, 55, 7126–7130, 10.1002/anie.201602035 -
A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp3)–H Borylation and Conversion to Functionalized Siloxanes
Toshimichi Ohmura, Ikuo Sasaki, Takeru Torigoe, and Michinori Suginome
Organometallics, 2016, 35, 1601–1603, 10.1021/acs.organomet.6b00316 -
Solvent Effect on the Sergeants-and-Soldiers Effect Leading to Bidirectional Induction of Single-Handed Helical Sense of Poly(quinoxaline-2,3-diyl)s Copolymers in Aromatic Solvents
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
ACS Macro Lett., 2016, 5, 519–522, 10.1021/acsmacrolett.6b00191
2015
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Poly(quinoxaline-2,3-diyl)s: A Fascinating Helical Macromolecular Scaffold for New Chiral Functions
Michinori Suginome, Takeshi Yamamoto, and Yuuya Nagata
J. Synth. Org. Chem. Jpn. 2015, 73, 1141-1155, 10.5059/yukigoseikyokaishi.73.1141 -
Main-Chain Stiffness and Helical Conformation of a Poly(quinoxaline-2,3-diyl) in Solution
Yuuya Nagata, Hirokazu Hasegawa, Ken Terao, and Michinori Suginome
Macromolecules, 2015, 48, 7983–7989. 10.1021/acs.macromol.5b01919 -
Majority-Rules-Type Helical Poly(quinoxaline-2,3-diyl)s as Highly Efficient Chirality-Amplification Systems for Asymmetric Catalysis
Yuan-Zhen Ke, Yuuya Nagata, Tetsuya Yamada, and Michinori Suginome
Angew. Chem., Int. Ed, 2015, 54, 9333–9337. 10.1002/anie.201502209 -
Pressure-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s Containing Chiral Side Chains in Non-aqueous Solvents
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
Chem. Commun., 2015, 51, 11182-11185, 10.1039/C5CC04255K (Open Access) -
Site- and Regioselective Silaborative C–C Cleavage of 1-Alkyl-2-Methylenecyclopropanes Using a Platinum Catalyst with a Sterically Demanding Silylboronic Ester
Toshimichi Ohmura, Hiroki Taniguchi, and Michinori Suginome
ACS Catal., 2015, 5, 3074–3077, 10.1021/acscatal.5b00513 -
Asymmetric Suzuki–Miyaura cross-coupling of 1-bromo-2-naphthoates using the helically chiral polymer ligand PQXphos
Yuto Akai, Laure Konnert, Takeshi Yamamoto and Michinori Suginome
Chem. Commun., 2015, 51, 7211–7214, 10.1039/C5CC01074H -
Exerting Control over the Helical Chirality in the Main-Chain of Sergeants-and-Soldiers-Type Poly(quinoxaline-2,3-diyl)s by Changing from Random to Block Copolymerization Protocols
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
J. Am. Chem. Soc., 2015, 137, 4070–4073, 10.1021/jacs.5b01422 -
Organocatalytic Diboration Involving “Reductive Addition” of a Boron–Boron σ-Bond to 4,4’-Bipyridine
Toshimichi Ohmura, Yohei Morimasa, and Michinori Suginome
J. Am. Chem. Soc., 2015, 137, 2852–2855, 10.1021/jacs.5b00546 -
Facile Preparation of Poly(quinoxaline-2,3-diyl)s via Aromatizing Polymerization of 1,2-Diisocyanobenenes Using Phosphine Complexes of Nickel(II) Salts
Yuuya Nagata, Yuan-Zhen Ke, and Michinori Suginome
Chem. Lett, 2015, 44, 53–55, 10.1246/cl.140909
2014
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Poly(quinoxaline-2,3-diyl)s Bearing (S)-3-Octyloxymethyl Side Chains as an Efficient Amplifier of Alkane Solvent Effect Leading to Switch of Main Chain Helical Chirality
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
J. Am. Chem. Soc., 2014, 136, 15901–15904, 10.1021/ja509531t
Highlighted in JACS Spotlights 10.1021/ja511738n -
Chiral Palladacycle Catalysts Generated on a Single-Handed Helical Polymer Skeleton for Asymmetric Arylative Ring Opening of 1,4-Epoxy-1,4-dihydronaphthalene
Takeshi Yamamoto, Yuto Akai, and Michinori Suginome
Angew. Chem., Int. Ed, 2014, 53, 12785–12788. -
Ether Solvent-induced Chirality Inversion of Helical Poly(quinoxaline-2,3-diyl)s Containing L-Lactic Acid Derived Side Chains
Yuuya Nagata, Takuma Kuroda, Keisuke Takagi, and Michinori Suginome
Chem. Sci., 2014, 5, 4953-4956, 10.1039/C4SC01920B -
Chirality-switchable Circularly Polarized Luminescence in Solution Based on the Solvent-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Commun., 2014, 50, 9951-9953, 10.1039/C4CC03944K -
Solid Polymer Films Exhibiting Handedness-switchable, Full-color-tunable Selective Reflection of Circularly Polarized Light
Yuuya Nagata, Keisuke Takagi, and Michinori Suginome
J. Am. Chem. Soc., 2014, 136, 9858–9861, 10.1021/ja504808r
Highlighted in JACS Spotlights 10.1021/ja506476x -
Iridium-Catalysed Borylation of Sterically Hindered C(sp3)–H bonds: Remarkable Rate Acceleration by a Catalytic Amount of Potassium tert-Butoxide
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
Chem. Commun., 2014, 50, 6333-6336, 10.1039/C4CC01262C
2013
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Nickel-Catalyzed Cyclizative trans-Carboboration of Alkynes through Activation of Boron–Chlorine Bonds by Using Organometallic Reagents as Donors of Organic Groups
Masaki Daini, Akihiko Yamamoto, and Michinori Suginome
Asian J. Org. Chem., 2013, 2, 968-976, 10.1002/ajoc.201300164 -
Functionalization of Tetraorganosilanes and Permethyloligosilanes at a Methyl Group on Silicon via Iridium Catalyzed C(sp3)–H Borylation
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
Organometallics 2013, 32, 6170-6173, 10.1021/om400900z -
Complementary Induction of Right- and Left-Handed Helical Structures by the Positioning of Chiral Groups on the Monomer Units: Introduction of (−)-Menthol as Side Chains of Poly(quinoxaline-2,3-diyl)s
Takeshi Yamamoto, Takumi Adachi, and Michinori Suginome
ACS Macro Lett., 2013, 2, 790-793, 10.1021/mz4003326 -
Catalytic Borylation and Silylation of Unsaturated Organic Molecules: Reaction Control by Transition Metal Catalysts and Applications to Organic Synthesis (written in Japanese)
Toshimichi Ohmura
J. Synth. Org. Chem. Jpn. 2013, 71, 804-817, 10.5059/yukigoseikyokaishi.71.804 -
Cycloaddition-based Formal C–H Alkynylation of Isoindoles Leading to the Synthesis of Air-stable Fluorescent 1,3-Dialkynylisoindoles
Toshimichi Ohmura, Akihito Kijima, Yusuke Komori, and Michinori Suginome
Org. Lett. 2013, 15, 3510–3513, 10.1021/ol401051d -
Solvent-Dependent Switch of Helical Main-Chain Chirality in Sergeants-and-Soldiers-Type Poly(quinoxaline-2,3-diyl)s: Effect of the Position and Structures of the “Sergeant” Chiral Units on the Screw-Sense Induction
Yuuya Nagata, Tetsuya Yamada, Takumi Adachi, Yuto Akai, Takeshi Yamamoto, and Michinori Suginome
J. Am. Chem. Soc., 2013, 135, 10104–10113, 10.1021/ja403391m -
Catalytic Asymmetric Synthesis with Chirality-Switchable Helical Polymer Ligands
Takeshi Yamamoto, Yuuya Nagata, and Michinori Suginome
J. Synth. Org. Chem. Jpn., 2013, 71, 461-471, 10.5059/yukigoseikyokaishi.71.461 (Japanese) -
Anthranilamide-masked o-Iodoarylboronic Acids as Coupling Modules for Iterative Synthesis of ortho-Linked Oligoarenes
Masashi Koyanagi, Nils Eichenauer, Hideki Ihara, Takeshi Yamamoto, and Michinori Suginome
Chem. Lett., 2013, 42, 541-543, 10.1246/cl.130136 -
Palladium-catalyzed Carboboration: Borylative Coupling of Alkynes with Alkenes through Activation of Boron Chlorine Bonds
Kanayo Nakada, Masaki Daini, and Michinori Suginome
Chem. Lett., 2013, 42, 538-540, 10.1246/cl.130131 -
Synthesis of Cyclic Alkenylborates via Silaboration of Alkynes Followed by Hydrolysis for Utilization in External-Base-Free Cross Coupling
Toshimichi Ohmura, Kazuyuki Oshima, and Michinori Suginome
Organometallics 2013, 32, 2870-2873, 10.1021/om400138u
2012
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Arylboronic Acid Derivative Cross-Coupling Reactions
Michinori Suginome and Toshimichi Ohmura
Science of Synthesis Cross Coupling and Heck-Type Reactions 1, G. A. Molander Ed., Thieme, 2012, 147-201. -
Catalytic Functionalization of Methyl Group on Silicon: Iridium-Catalyzed C(sp3)–H Borylation of Methylchlorosilanes
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
J. Am. Chem. Soc. 2012, 134, 17416-17419, 10.1021/ja307956w -
Solvent-dependent fluorescence and circular dichroism properties of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Commun., 2012, 48, 11193-11195, 10.1039/C2CC36275A -
Catalytic Asymmetric Synthesis Using Chirality-Switchable Helical Polymer as a Chiral Ligand
Michinori Suginome,Takeshi Yamamoto, Yuuya Nagata, Tetsuya Yamada, and Yuto Akai
Pure Appl. Chem., 2012, 84, 1759-1769, 10.1351/PAC-CON-11-08-23 -
Dearomatizing conversion of pyrazines to 1,4-dihydropyrazine derivatives via transition-metal-free diboration, silaboration, and hydroboration
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
Chem. Commun. 2012, 48, 8571-8573, 10.1039/C2CC34086K -
Enhanced Catalyst Activity and Enantioselectivity with Chirality-Switchable Polymer Ligand PQXphos in Pd-Catalyzed Asymmetric Silaborative Cleavage of meso-Methylenecyclopropanes
Yuto Akai, Takeshi Yamamoto, Yuuya Nagata, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc., 2012, 134, 11092-11095, 10.1021/ja303506k -
Regioselective Synthesis of 1,2-Dihydropyridines by Rhodium-Catalyzed Hydroboration of Pyridines
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2012, 134, 3699-3702, 10.1021/ja3002953 -
Control of Helical Chirality of Poly(quinoxaline-2,3-diyl)s Based on Postpolymerization Modification of the Terminal Group by Small Chiral Molecules
Yuuya Nagata, Satoru Ohashi, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2012, 50, 1564–1571, 10.1002/pola.25926
Selected as Cover Image, 10.1002/pola.26030
2011
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1,3,2-Dioxaborolane, 2-(dimethylphenylsilyl)-4,4,5,5-tetramethyl-
Toshimichi Ohmura and Michinori Suginome
Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, P. L. Fuchs Ed., Wiley, 2011, 270-276. -
Transition Metal-Catalyzed Element-Boryl Additions to Unsaturated Organic Compounds
Michinori Suginome and Toshimichi Ohmura
Boronic Acids Second Edition, D. G. Hall Ed., Wiley, 2011, Vol 1, 171-212. -
Inversion or Retention? Effects of Acidic Additives on the Stereochemical Course in Enantiospecific Suzuki–Miyaura Coupling of α-(Acetylamino)benzylboronic Esters
Tomotsugu Awano, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2011, 133, 20738-20741, 10.1021/ja210025q -
(E)- and (Z)-β-Borylallylsilanes via Alkyne Silaboration Followed by Regio- and Stereoselective Double Bond Migration
Toshimichi Ohmura, Kazuyuki Oshima, and Michinori Suginome
Angew. Chem. Int. Ed. 2011, 50, 12501–12504, 10.1002/anie.201106077 -
Highly Enantioselective Synthesis of Axially Chiral Biarylphosphonates: Asymmetric Suzuki–Miyaura Coupling Using High-Molecular-Weight, Helically Chiral Polyquinoxaline-Based Phosphines
Takeshi Yamamoto, Yuto Akai, Yuuya Nagata, and Michinori Suginome
Angew. Chem., Int. Ed, 2011, 50, 8844–8847, 10.1002/anie.201103792 -
Synthesis of poly(quinoxaline-2,3-diyl)s with alkoxy side chains by aromatizing polymerization of 4,5-dialkoxy-substituted 1,2-diisocyanobenzenes
Yuuya Nagata and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2011, 49, 4275–4282, 10.1002/pola.24871 -
Ruthenium-Catalyzed C–H-Silylation of Methylboronic Acid Using a Removable α-Directing Modifier on the Boron Atom
Hideki Ihara, Akinori Ueda, and Michinori Suginome
Chem. Lett., 2011, 40, 916–918, 10.1246/cl.2011.916 -
Dinuclear Palladium and Platinum Complexes with Bridging Silylene Ligands. Preparation Using (Aminosilyl)boronic Ester as the Ligand Precursor and Their Reactions with Alkynes
Makoto Tanabe, Jian Jiang, Hideto Yamazawa, Kohtaro Osakada, Toshimichi Ohmura, and Michinori Suginome
Organometallics 2011, 30, 3981-3991, 10.1021/om200156g -
Anthranilamide: A Simple, Removable Ortho-Directing Modifier for Arylboronic Acids Serving also as a Protective Group in Cross-Coupling Reactions
Hideki Ihara, Masashi Koyanagi, and Michinori Suginome
Org. Lett., 2011, 13, 2662-2665, 10.1021/ol200764g -
Palladium-Catalyzed Regioselective Silaboration of Pyridines Leading to the Synthesis of Silylated Dihydropyridines
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2011, 133, 7324-7327, 10.1021/ja2020229 -
Palladium-Catalyzed, Stereoselective, Cyclizative Alkenylboration of Carbon−Carbon Double Bonds through Activation of a Boron−Chlorine Bond
Masaki Daini and Michinori Suginome
J. Am. Chem. Soc., 2011, 133, 4758-4761, 10.1021/ja200856t -
2-Vinylindoles As the Four-Atom Component in a Catalytic [4+1] Cycloaddition with a Silylene-Palladium Species Generated from (Aminosilyl)boronic Ester
Kohei Masuda, Toshimichi Ohmura, and Michinori Suginome
Organometallics 2011, 30, 1322-1325, 10.1021/om200135u -
Integrated Catalytic C−H Transformations for One-Pot Synthesis of 1-Arylisoindoles from Isoindolines via Palladium-Catalyzed Dehydrogenation Followed by C−H Arylation
Toshimichi Ohmura, Akihito Kijima, and Michinori Suginome
Org. Lett. 2011, 13, 1238-1241, 10.1021/ol2001232
2010
-
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Stereospecific Suzuki-Miyaura Coupling of Chiral α-(Acylamino)benzylboronic Esters with Inversion of Configuration
Toshimichi Ohmura, Tomotsugu Awano, and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 13191-13193, 10.1021/ja106632j -
Switch of Regioselectivity in Palladium-Catalyzed Silaboration of Terminal Alkynes by Ligand-Dependent Control of Reductive Elimination
Toshimichi Ohmura, Kazuyuki Oshima, Hiroki Taniguchi, and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 12194-12196, 10.1021/ja105096r -
Non-hydrogen-bonding-based, solvent-dependent helix inversion between pure P-helix and pure M-helix in poly(quinoxaline-2,3-diyl)s bearing chiral side chains
Tetsuya Yamada, Yuuya Nagata and Michinori Suginome
Chem. Commun. 2010, 46, 4914-4916, 10.1039/c001564d -
High-Molecular-Weight Polyquinoxaline-Based Helically Chiral Phosphine (PQXphos) as Chirality-Switchable, Reusable, and Highly Enantioselective Monodentate Ligand in Catalytic Asymmetric Hydrosilylation of Styrenes
Takeshi Yamamoto, Tetsuya Yamada, Yuuya Nagata and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 7899–7901, 10.1021/ja102428q -
Rhodium-catalyzed Dehydroborylation of Styrenes with Naphthalene-1,8-diaminatoborane [(dan)BH]: New Synthesis of Masked β-Borylstyrenes as New Phenylene–Vinylene Cross-coupling Modules
Noriyuki Iwadate and Michinori Suginome
Chem. Lett. 2010, 39, 558-560, 10.1246/cl.2010.558 -
Nickel-Catalyzed Asymmetric Addition of Alkyne C-H Bonds across 1,3-Dienes Using Taddol-Based Chiral Phosphoramidite Ligands
Masamichi Shirakura and Michinori Suginome
Angew. Chem. Int. Ed. 2010, 49, 3827-3829, 10.1002/anie.201001188 -
Synthesis of Helical Rod−Coil Multiblock Copolymers by Living Block Copolymerization of Isocyanide and 1,2-Diisocyanobenzene Using Arylnickel Initiators
Tetsuya Yamada and Michinori Suginome
Macromolecules 2010, 43, 3999-4002, 10.1021/ma100500r -
Langmuir–Blodgett films of helical rigid-rod poly(quinoxaline-2,3-diyl)s
Yoshihiko Ito, Toshiyuki Miyake, Michinori Suginome, Rie Katakura, Masaya Mitsuishi, and Tokuji Miyashita
Polym. J. 2010, 42, 406-410, 10.1038/pj.2010.14 -
触媒的ヒドロホウ素化の新展開:銅および鉄触媒の利用
大村 智通
Organometallic News 2010, 28, 28. -
Differentially Protected Diboron for Regioselective Diboration of Alkynes: Internal-Selective Cross-Coupling of 1-Alkene-1,2-diboronic Acid Derivatives
Noriyuki Iwadate and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 2548-2549, 10.1021/ja1000642 -
Chiral Arylnickel Complexes as Highly Active Initiators for Screw-Sense Selective Living Polymerization of 1,2-Diisocyanobenzenes
Tetsuya Yamada, Hiroyoshi Noguchi, Yuuya Nagata, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem. 2010, 48, 898-904, 10.1002/pola.23842
2009
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Palladium-Catalyzed Silylene-1,3-Diene [4 + 1] Cycloaddition with Use of (Aminosilyl)boronic Esters as Synthetic Equivalents of Silylene
Toshimichi Ohmura, Kohei Masuda, Ichiro Takase, and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 16624-16625, 10.1021/ja907170p -
Nickel-Catalyzed Ring-Opening Hydroacylation of Methylenecyclopropanes:
Hiroki Taniguchi, Toshimichi Ohmura, and Michinori Suginome
Synthesis of γ,δ-Unsaturated Ketones from Aldehydes
J. Am. Chem. Soc. 2009, 131, 11298-11299, 10.1021/ja9046894 -
Kinetic Resolution of Racemic 1-Alkyl-2-methylenecyclopropanes via Palladium-Catalyzed Silaborative C–C Cleavage
Toshimichi Ohmura, Hiroki Taniguchi, and Michinori Suginome
Org. Lett. 2009, 11, 2880-2883, 10.1021/ol900829c -
Easily Attachable and Detachable ortho-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C−H Silylation
Hideki Ihara and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 7502-7503, 10.1021/ja902314v -
α-Amidobenzylation of Aryl and Alkenyl Halides via Palladium-catalyzed Suzuki-Miyaura Coupling with α-(Acylamino)benzylboronic Esters
Toshimichi Ohmura, Tomotsugu Awano, and Michinori Suginome
Chem. Lett. 2009, 38, 664-665, 10.1246/cl.2009.664 -
Palladium-catalyzed intramolecular cyanoboration of allenes leading to the regioselective synthesis of β-cyanoallylboranes
Akihiko Yamamoto, Yuto Ikeda, and Michinori Suginome
Tetrahedron Lett. 2009, 50, 3168-3170, 10.1016/j.tetlet.2009.01.025 -
Synthesis of 1-Borylisoindoles via Palladium-Catalyzed Dehydrogenation/C−H Borylation of Isoindolines
Toshimichi Ohmura, Akihito Kijima and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 6070-6071, 10.1021/ja901095h -
Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s
Noriyuki Iwadate and Michinori Suginome
Org. Lett. 2009, 11, 1899-1902, 10.1021/ol9003096 -
Nickel-Catalyzed, Regio- and Stereoselective Hydroalkynylation of Methylenecyclopropanes with Retention of the Cyclopropane Ring, Leading to the Synthesis of 1-Methyl-1-Alkynylcyclopropanes
Masamichi Shirakura and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 5060-5061, 10.1021/ja900876w -
Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C–H borylation with 1,8-naphthalenediaminatoborane (danBH)
Noriyuki Iwadate and Michinori Suginome
J. Organomet. Chem. 2009, 694, 1713-1717, 10.1016/j.jorganchem.2008.11.068 -
Stereoselective Synthesis of cis-β-Methyl- and Phenyl-Substituted Alkenylboronates by Platinum-Catalyzed Dehydrogenative Borylation
Toshimichi Ohmura, Yuta Takasaki, Hideki Furukawa, and Michinori Suginome
Angew. Chem. Int. Ed. 2009, 48, 2372-2375, 10.1002/anie.200805406 -
B(OMe)3; as a Nonacidic Iminium Ion Generator in Mannich- and Ugi-Type Reactions
Yusuke Tanaka, Kousuke Hidaka, Tomoaki Hasui, and Michinori Suginome
Eur. J. Org. Chem. 2009, 8, 1148-1151, 10.1002/ejoc.200801190 -
Nickel-Catalyzed Regioselective Hydroalkynylation of Styrenes: Improved Catalyst System, Reaction Scope, and Mechanism
Masamichi Shirakura and Michinori Suginome
Org. Lett. 2009, 11, 523-526, 10.1021/ol802475h -
Silylboranes as New Tools in Organic Synthesis
Toshimichi Ohmura and Michinori Suginome
Bull. Chem. Soc. Jpn. 2009, 82, 29-49, 10.1246/bcsj.82.29 -
Helical Poly(quinoxaline-2,3-diyl)s Bearing Metal-Binding Sites as Polymer-Based Chiral Ligands for Asymmetric Catalysis
Takeshi Yamamoto and Michinori Suginome
Angew. Chem. Int. Ed. 2009, 48, 539-542, 10.1002/anie.200803719
2008
-
遷移金属触媒とシリレン等価体による炭素―ケイ素結合形成
大村 智通、杉野目 道紀
ケイ素化学協会誌, 2008, 25, 32-35 -
芳香族オリゴマーの自在精密合成に向けた反復鈴木―宮浦カップリング反応
杉野目 道紀
液晶, 2008, 12, 296-305 -
Palladium-Catalyzed Carboboration of Alkynes Using Chloroborane and
Masaki Daini and Michinori Suginome
Organozirconium Reagents
Chem. Commun. 2008, 5224-5226, 10.1039/b809433k -
Diarylborinic Acid Derivatives as a Catalytic Iminium Ion Generator in the Mannich-Type Reaction Using Secondary Amines, Aldehydes, and Ketene Silyl Acetals
Yusuke Tanaka, Tomoaki Hasui, Michinori Suginome
Synlett 2008, 1239-1242, 10.1055/s-2008-1072724 -
Nickel-Catalyzed Addition of C-H Bonds of Terminal Alkynes to 1,3-Dienes and Styrenes
Masamichi Shirakura and Michinori Suginome
J. Am. Chem. Soc. 2008 130, 5410-5411, 10.1021/ja800997j -
A Mechanism for the Palladium-Catalyzed Regioselective Silaboration of Allene: A Theoretical Study
Yoko Abe, Kei Kuramoto, Masahiro Ehara, Hiroshi Nakatsuji, Michinori Suginome, Masahiro Murakami and Yoshihiko Ito
Organometallics, 2008, 27, 1736-1742, 10.1021/om070110f -
イソシアニドの「有機合成化学」と「高分子科学」
杉野目 道紀
高分子, 2008, 57, 130-133 -
Palladium-Catalysed cis– and trans-Silaboration of Terminal Alkynes: Complementary Access to Stereo-Defined Trisubstituted Alkenes
Toshimichi Ohmura, Kazuyuki Oshima and Michinori Suginome
Chem. Comm. 2008, 1416-1418, 10.1039/b800181b -
Palladium-Catalyzed trans– and cis-Carboboration of Alkynes Tethered to Chloroborane with Organozirconium Reagents: Ligand-Dependent Complementary Stereoselectivity
Masaki Daini, Akihiko Yamamoto, and Michinori Suginome
J. Am. Chem. Soc. 2008, 130, 2918-2919, 10.1021/ja711160h -
Synthetic Application of Intramolecular Cyanoboration on the Basis of Removal and Conversion of a Tethering Group by Palladium-Catalyzed Retro-Allylation
Toshimichi Ohmura, Tomotsugu Awano, Michinori Suginome, Hideki Yorimitsu, and Koichiro Oshima
Synlett 2008, 423-427, 10.1055/s-2008-1032075 -
Silylboranes Bearing Dialkylamino Groups on Silicon as Silylene Equivalents: Palladium-Catalyzed Regioselective Synthesis of 2,4-Disubstituted Siloles
Toshimichi Ohmura, Kohei Masuda, and Michinori Suginome
J. Am. Chem. Soc. 2008, 130, 1526-1527, 10.1021/ja073896h -
Differentially Protected Benzenediboronic Acids: Divalent Cross-Coupling Modules for the Efficient Synthesis of Boron-Substituted Oligoarenes
Hiroyoshi Noguchi, Takayuki Shioda, Chih-Ming Chou, and Michinori Suginome
Org. Lett. 2008, 10, 377-380, 10.1021/ol702420x
2007
-
Development of Boron-Based Reactions and Reagents for Organic Synthesis
Michinori Suginome
J. Synth. Org. Chem., Jpn. 2007, 65, 1048-1059, 10.5059/yukigoseikyokaishi.65.1048
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Acid-Free, Aminoborane-Mediated Ugi-Type Reaction Leading to General Utilization of Secondary Amines
Yusuke Tanaka, Tomoaki Hasui, and Michinori Suginome
Org. Lett. 2007, 9, 4407-4410, 10.1021/ol701570c -
Synthesis and Helical Structure of Oligo(quinoline-2,3-diyl)s
Michinori Suginome, Hiroyoshi Noguchi and Masahiro Murakami
Chem. Lett. 2007, 36, 1036-1037, 10.1246/cl.2007.1036 -
Palladium-Catalyzed Asymmetric Silaborative C-C Cleavage of meso-Methylenecyclopropanes
Toshimichi Ohmura, Hiroki Taniguchi, Yoshiyuki Kondo, and Michinori Suginome
J. Am. Chem. Soc. 2007, 129, 3518-3519, 10.1021/ja0703170 -
Synthesis of Silylboronic Esters Functionalized on Silicon
Toshimichi Ohmura, Kohei Masuda, Hideki Furukawa, Michinori Suginome
Organometallics 2007, 26, 1291-1294, 10.1021/om0609867 -
Boron-Masking Strategy for the Selective Synthesis of Oligoarenes via Iterative Suzuki-Miyaura Coupling
Hiroyoshi Noguchi, Kosho Hojo, Michinori Suginome
J. Am. Chem. Soc. 2007, 129, 758-759, 10.1021/ja067975p -
C-E Bond Formation through Element-Element Addition to Carbon-Carbon Multiple Bonds
Michinori Suginome, Takanori Matsuda, Toshimichi Ohmura, Atsushi Seki, Masahiro Murakami
In Comprehensive Organometallic Chemistry III; Crabtree, R. and Mingos, M. Eds.; Ojima, I. Vol. Ed.; Elsevier, 2007; Volume 10, pp 725-787.
2006
-
Nickel-Catalyzed Addition of Alkynylboranes to Alkynes
Michinori Suginome, Masamichi Shirakura, Akihiko Yamamoto
J. Am. Chem. Soc. 2006, 128, 14438-14439, 10.1021/ja064970j -
Palladium-Catalyzed Asymmetric Silaboration of Allenes
Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
J. Am. Chem. Soc. 2006, 128, 13682-13683, 10.1021/ja063934h -
Ligand-Controlled, Complementary Stereoselectivity in the Platinum-Catalyzed Intramolecular Silaboration of Alkenes
Toshimichi Ohmura, Hideki Furukawa, Michinori Suginome
J. Am. Chem. Soc. 2006, 128, 13366-13367, 10.1021/ja065588+ -
Aminoboranes as New Iminium Ion Generators in Amination Reactions
Michinori Suginome
Pure Appl. Chem. 2006, 78, 1377-1387, 10.1351/pac200678071377. -
Reductive amination of aldehydes using aminoboranes as iminium ion generators
Michinori Suginome, Yusuke Tanaka, Tomoaki Hasui
Synlett 2006, 1047-1050, 10.1055/s-2006-939070 -
Asymmetric Silaboration of Terminal Allenes Bearing α-Stereogenic Centers: Stereoselection Based on "Reagent Control"
Toshimichi Ohmura, Michinori Suginome
Org. Lett. 2006, 8, 2503-2506, 10.1021/ol060666j -
Reactions of Cyanoboranes with a Palladium-PMe3; Complex: Mechanism for the Catalytic Cyanoboration of Alkynes
Michinori Suginome, Akihiko Yamamoto, Taisuke Sasaki, Masahiro Murakami
Organometallics 2006, 25, 2911-2913, 10.1021/om060246y
2005
- Nickel-Catalyzed trans-Alkynylboration of Alkynes via Activation of a Boron-Chlorine Bond
Akihiko Yamamoto, Michinori SuginomeJ. Am. Chem. Soc. 2005, 127, 15706-15707 - Intramolecular Cyanoboration of Alkynes via Activation of Boron-Cyanide Bonds by Transition Metal Catalysts
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
J. Organomet. Chem. 2005, 690, 5300-5308. - ホウ素で炭素を組み立てる―機能性ホウ素反応剤のデザイン・創製・新反応
杉野目 道紀
化学と工業, 2005, 58, 919-922. - 有機ケイ素化合物合成の新展開ーC-H結合活性化を利用したC-Si結合形成
大村 智通、杉野目 道紀
化学, 2005, 60, 68-69. - Stereoselective Synthesis of Highly Enantioenriched (E)-Allylsilanes by Palladium-Catalyzed Intramolecular Bis-Silylation: 1,3-Chirality Transfer and Enantioenrichment via Dimer Formation
Michinori Suginome, Taisuke Iwanami, Yutaka Ohmori, Akira Matsumoto, Yoshihiko Ito
Chem. Eur. J. 2005, 11, 2954-2965. - Palladium-Catalyzed Addition of Cyanoboranes to Alkynes Leading to Regio- and Stereoselective Synthesis of β-Boryl-α,β-Unsaturated Nitriles
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
Angew. Chem. Int. Ed. 2005, 44, 2380-2382. - Synthesis and Reactions of Cyclic Silylboranes
Michinori Suginome, Hiroyoshi Noguchi, Tomoaki Hasui, Masahiro Murakami
Bull. Chem. Soc. Jpn. 2005, 78, 323-326. - Synthesis and Structural Analysis of Oligo(naphthalene-2,3-diyl)s
Takahisa Motomura, Hideko Nakamura, Michinori Suginome, Masahiro Murakami, and Yoshihiko Ito
Bull. Chem. Soc. Jpn. 2005, 78, 142-146.
2004
- Aminoboranes as "Compatible" Iminium Ion Generators in Aminative C-C Bond Formations
Michinori Suginome, Lars Uehlin, and Masahiro Murakami
J. Am. Chem. Soc. 2004, 126, 13196-13197 - A New Look at Boron Enolate Chemistry: Aminative C-C Bond Formation Using Diaminoboron Enolate with Aldehyde
Michinori Suginome, Lars Uehlin, Akihiko Yamamoto, and Masahiro Murakami
Org. Lett. 2004, 6, 1167-1169.
2003
- Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction
Michinori Suginome, Toshimichi Ohmura, Yoshihiro Miyake, Shin’ichirou Mitani, Yoshihiko Ito, Masahiro Murakami
J. Am. Chem. Soc. 2003, 125, 11174-11175. - Palladium- and Nickel-Catalyzed Intramolecular Cyanoboration of Alkynes
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
J. Am. Chem. Soc. 2003, 125, 6358-6359.
2002
- Bis(dialkylamino)cyanoboranes: highly efficient reagents for the Strecker-type aminative cyanation of aldehydes and ketones.
M. Suginome, A. Yamamoto, Y. Ito
Chem. Comm. 2002, 1392-1393. - Nickel-Catalyzed Silaboration of Small-Ring Vinylcycloalkanes: Regio- and Stereoselective(E)-Allylsilane Formation via C-C Bond Cleavage.
M. Suginome, T. Matsuda, T. Yoshimoto, Y. Ito
Organometallics 2002, 21, 1537-1539. - 1,2-Azaboretidine Formation in the Reactions of (Boryl)(silyl)iminomethanes via Possible Generation of (Amino)(boryl)carbene Species
M. Suginome, T. Fukuda, Y. Ito
J. Organomet. Chem. 2002, 643-644, 508-511. (Special issue dedicated to Prof. F. Mathey) - Highly Effective, Easily Accessible Screw-Sense-Determining End Group in theAsymmetric Polymerization of 1,2-Diisocyanobenzenes.
M. Suginome, S. Collet, Y. Ito
Org. Lett. 2002, 4, 351-354.
2001
- Stereoselective construction of trans-1,2-benzooxadecaline frameworks by three-component cascade reactions of an a-phenethyl-b-borylallylsilane with aldehydes
M. Suginome, Y. Ohmori, Y. Ito
Chem. Commun. 2001, 1090-1091. - Solid-Phase Synthesis and Asymmetric Reactions of Polymer-Supported Highly Enantioenriched Allylsilanes
M. Suginome, T. Iwanami, and Y. Ito
J. Am. Chem. Soc. 2001, 123, 4356-4357. - Asymmetric Synthesis of Cyclic Alkenes via Cyclization of Enantioenriched Allylsilanes
M. Suginome, T. Iwanami, A. Yamamoto, and Y. Ito
Synlett 2001, 1042-1045. - β-Borylallylsilanes as a New Tool for Convenient Synthesis of Alkenylboranes
M. Suginome, Y. Ohmori, and Y. Ito
J. Am. Chem. Soc. 2001, 123, 4601-4602.
2000
- Palladium- and Platinum-Catalyzed Silaboration of Methylenecyclopropanes through Selective Proximal or Distal C-C Bond Cleavage
M. Suginome, T. Matsuda, and Y. Ito
J. Am. Chem. Soc. 2000, 122, 11015-11016. - Convenient Preparation of Silylboranes
M. Suginome, T. Matsuda, and Y. Ito
Organometallics 2000, 19, 4647-4649. - First Synthesis and Resolution of a Planar-chiral Tetrahydroindolyl Complex of Iron: Electronic Tuning of Reactivity and Enantioselective Nucleophilic Catalysis
M. Suginome and G. C. Fu
Chirality 2000, 12, 318-324. - Palladium-Catalyzed Regioselective Silaboration of 1,2-Dienes
M. Suginome, Y. Ohmori, Y. Ito
J. Organomet. Chem. 2000, 611, 403-413. (Special issue: The Chemistry of Interelement Linkage) - Structural Modification of Living Polymers: Synthesis of Helical Block Copolymers from a Single Monomer via Palladium-Mediated Aromatizing Polymerization of 1,2-Diisocyanobenzenes
Y, Ito, T. Miyake, M. Suginome
Macromolecules 2000, 33, 4034-4038. - Synthesis of (Boryl)(silyl)iminomethanes by Insertion of Isonitriles into Silicon-Boron Bonds
M. Suginome, T. Fukuda, H. Nakamura, Y. Ito
Organometallics 2000, 19, 719-721.
Publications
Original papers
2024
-
Dynamics of side chains in poly(quinoxaline-2,3-diyl)s studied via quasielastic neutron scattering
Rintaro Inoue, Yuuya Nagata, Taiki Tominaga, Sota Sato, Yukinobu Kawakita, Tomonori Yamawaki, Ken Morishima, Michinori Suginome, Masaaki Sugiyama
J. Chem. Phys. 2024, 161, 054905. 10.1063/5.0215603 -
In Situ Dehydrogenative Generation of Vinyl Groups Bound to Heteroatoms by the Use of Ethyl Groups as Surrogates in Iridium-Catalyzed Intramolecular C-H/C-H Coupling
Kaito Yagi, Toshimichi Ohmura, Michinori Suginome
ACS Catal.2024, 14, 2014-2021. 10.1021/acscatal.3c05965
2023
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A Traceless Chiral Shift Reagent Based on Nonbonding Interactions with Single-Handed Helical Poly(quinoxaline-2,3-diyl)
A Traceless Chiral Shift Reagent Based on Nonbonding Interactions with Single-Handed Helical Poly(quinoxaline-2,3-diyl)
Angew. Chem. Int. Ed.2023, 62, e202301347. 10.1002/anie.202301347 -
Development of Dynamically Chiral Helical Polymer Catalysts Based on Post-Polymerization Modification of Boronyl Pendants (written in Japanese)
Takeshi Yamamoto, Yukako Yoshinaga, Michinori Suginome
Journal of Synthetic Organic Chemistry Japan., 2023, 81, 324-332. 10.5059/yukigoseikyokaishi.81.324
2022
-
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Iridium-catalyzed Enantioselective Intramolecular Cross-dehydrogenative Coupling of Alkyl Aryl Ethers Giving Enantioenriched 2,3-Dihydrobenzofurans
Satoshi Kusaka, Toshimichi Ohmura, Michinori Suginome
Chem. Lett., 2022, 51, 601–604. 10.1246/cl.220129 -
Synthesis of Disilanes, Dihydrosiloles, and 1,4-Disilacyclohexa-2,5-dienes by Transition-Metal-Free Transfer of Diphenylsilylene and Dimethylsilylene from Silylboronic Esters
Ikuo Sasaki, Asahi Maebashi, Jiaying Li, Toshimichi Ohmura, Michinori Suginome
Eur. J. Org. Chem., 2022, e202101573. 10.1002/ejoc.202101573
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2021
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Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allylic Aryl Ethers Devoid of a Directing Group on the Aryl Group
Toshimichi Ohmura, Satoshi Kusaka, Michinori Suginome
Chem. Commun., 2021, 57, 13542–13545. 10.1039/D1CC05684K -
PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols
Takeshi Yamamoto, Ryo Murakami, Michinori Suginome
Org. Lett., 2021, 23, 8711-8716. 10.1021/acs.orglett.1c03134 -
Mechanism of 2,6-Dichloro-4,4’-bipyridine-Catalyzed Diboration of Pyrazines Involving a Bipyridine-Stabilized Boryl Radical
Toshimichi Ohmura, Yohei Morimasa, Tomoya Ichino, Yusuke Miyake, Yasujiro Murata, Michinori Suginome, Kunihiko Tajima, Tetsuya Taketsugu, Satoshi Maeda
Bull. Chem. Soc. Jpn., 2021, 294, 1894–1902. 10.1246/bcsj.20210145 -
Intramolecular Addition of a Dimethylamino C(sp3)–H Bond across C–C Triple Bonds using IrCL(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Takeru Torigoe, Michinori Suginome
Synthesis, 2021, 53, 3057–3064. 10.1055/a-1511-1025 -
Protected Amino Acids as a Nonbonding Source of Chirality in Induction of Single-Handed Screw-Sense to Helical Macromolecular Catalysts
Shoma Ikeda, Ryohei Takeda, Takaya Fujie, Naoto Ariki, Yuuya Nagata, Michinori Suginome
Chem. Sci., 2021, 12, 8811–8816. 10.1039/D1SC01764K -
Copper-Catalyzed Regioselective trans-Silaboration of Internal Arylalkynes with Stereochemical Switch to cis-Addition Mode
Toshimichi Ohmura, Yuta Takaoka, Michinori Suginome
Chem. Commun., 2021, 57, 4670–4673. 10.1039/D1CC01579F -
Asymmetric O-to-C Aryloxycarbonyl Migration of Indolyl Carbonates Using Single-handed Dynamic Helical Polyquinoxalines Bearing 4-Aminopyridyl Groups as Chiral Nucleophilic Catalysts
Takeshi Yamamoto, Takuya Takahashi, Ryo Murakami, Naoto Ariki, Michinori Suginome
Bull. Chem. Soc. Jpn., 2021, 94, 943–949. 10.1246/bcsj.20200369 -
Amphiphilic Immobilized Diphenylprolinol Alkyl Ether Catalyst on PS-PEG Resin
Seitaro Koshino, Shusuke Hattori, Shota Hasegawa, Naoki Haraguchi, Takeshi Yamamoto, Michinori Suginome, Yasuhiro Uozumi, Yujiro Hayashi
Bull. Chem. Soc. Jpn., 2021, 94, 790–797. 10.1246/bcsj.20200355
2020
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Enantioconvergent Cu-Catalyzed Intramolecular C–C Coupling at Boron-Bound C(sp3) Atoms of α-Aminoalkylboronates Using a C1-Symmetrical 2,2′-Bipyridyl Ligand Attached to a Helically Chiral Macromolecular Scaffold
Yukako Yoshinaga, Takeshi Yamamoto, Michinori Suginome
J. Am. Chem. Soc., 2020, 142, 18317–18323. 10.1021/jacs.0c09080 -
ボリルシランをシリレンおよびシレン合成等価体として利用する触媒的分子変換 (written in Japanese)
大村 智通、杉野目 道紀
ケイ素化学協会誌 2020, 37, 40-49. -
Holding of planar chirality of pillar[5]arene by kinetic trapping using host–guest interactions with achiral guest solvents
Yuuya Nagata, Misaki Suzuki, Yasuo Shimada, Hiroki Sengoku, Shungo Nishida, Takahiro Kakuta, Tadaaki Yamagishi, Michinori Suginome, Tomoki Ogoshi
Chem. Commun., 2020, 56, 8424-8427. 10.1039/d0cc03413d -
Stereoinvertive C−C Bond Formation at the Boron‐Bound Stereogenic Centers via Copper–Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters
Yukako Yoshinaga, Takeshi Yamamoto, Michinori Suginome
Angew. Chem. Int. Ed., 2020, 59, 7251-7255. 10.1002/anie.201914864 -
Construction of Silicon-Containing Seven-Membered Rings by Catalytic [4+2+1] Cycloaddition through Rhodium Silylenoid
Ikuo Sasaki, Toshimichi Ohmura, and Michinori Suginome
Org. Lett., 2020, 22, 2961-2966. 10.1021/acs.orglett.0c00690 -
Tandem C–H Activation by a Single Iridium Catalyst: Direct Access to Indoles and Indolines from o-Alkyl-N-methylanilines
Toshimichi Ohmura, Kaito Yagi, Satoshi Kusaka, and Michinori Suginome
ACS Catal., 2020, 10, 3152-3157. 10.1021/acscatal.9b05579
2019
-
4,4’-Bipyridyl-catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron
Hiromu Hosoya, Luis C. Misal Castro, Ibrahim Sultan, Yumiko Nakajima, Toshimichi Ohmura, Kazuhiko Sato, Hayato Tsurugi, Michinori Suginome, and Kazushi Mashima
Org. Lett., 2019, 21, 9812-9817. 10.1021/acs.orglett.9b03419 -
Iridium-Catalyzed C(sp3)–H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans
Toshimichi Ohmura, Satoshi Kusaka, Takeru Torigoe, and Michinori Suginome
Adv. Synth. Catal., 2019, 361, 4448-4453. 10.1002/adsc.201900749 -
Boryl-Directed, Ir-Catalyzed C(sp3)–H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Org. Lett., 2019, 21, 6235-6240. 10.1021/acs.orglett.9b02112 -
Asymmetric Catalysis in Chiral Solvents: Chirality Transfer with Amplification of Homochirality through a Helical Macromolecular Scaffold
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
ACS Cent. Sci., 2019, 5, 1235-1240. 10.1021/acscentsci.9b00330 -
Pyridine-Based Organocatalysts for Regioselective syn-1,2-Silaboration of Terminal Alkynes and Allenes
Yohei Morimasa, Kosuke Kabasawa, Toshimichi Ohmura, and Michinori Suginome
Asian J. Org. Chem., 2019, 8, 1092-1096. 10.1002/ajoc.201900176 -
Lyotropic Liquid Crystallinity of Linear and Star Poly(quinoxaline-2,3-diyl)s: Isotropic-Liquid Crystal Phase Equilibria in Tetrahydrofuran
Hirokazu Hasegawa, Ken Terao, Takahiro Sato, Yuuya Nagata, and Michinori Suginome
Macromolecules, 2019, 52, 3158-3164, 10.1021/acs.macromol.9b00460 -
Telechelic Helical Poly(quinoxaline-2,3-diyl)s Containing a Structurally Defined, Circularly Polarized Luminescent Terquinoxaline Core: Synthesis by Core-Initiated Bidirectional Living Polymerization
Shogo Kuriyama, Yuuya Nagata, and Michinori Suginome
ACS Macro Lett., 2019, 8, 479-485, 10.1021/acsmacrolett.9b00165 -
Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2+2+1] Cycloaddition
Toshimichi Ohmura, Ikuo Sasaki, and Michinori Suginome
Org. Lett., 2019, 21, 1649-1653, 10.1021/acs.orglett.9b00326 -
Helical Poly(quinoxaline‐2,3‐diyl)s Bearing 1,2,3‐Triazole Pendants: Synthesis by CuAAC and Use as Reusable Abnormal NHC Ligands in Gold Catalysis
Pinglu Zhang, Takeshi Yamamoto, and Michinori Suginome
ChemCatChem, 2019, 11, 424-429, 10.1002/cctc.201801361 -
A bidirectional screw‐sense induction of poly(quinoxaline‐2,3‐diyl)s that depends on the degree of polymerization
Yuuya Nagata, Tsuyoshi Nishikawa, Ken Terao, Hirokazu Hasegawa, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2019, 57, 260-263, 10.1002/pola.29224
2018
-
鈴木-宮浦カップリング ノーベル賞後の新展開 (written in Japanese)
大村 智通
化学 2018, 73 (8), 29-32. -
A Planar-Chiral Pillar[5]arene-Based Monophosphine Ligand with Induced Chirality at the Biaryl Axis
Yuuya Nagata, Yasuo Shimada, Tsuyoshi Nishikawa, Ryohei Takeda, Makoto Uno, Tomoki Ogoshi, and Michinori Suginome
Synlett, 2018, 29, 2167-2170, 10.1055/s-0037-1610635 -
Enantiospecific Suzuki-Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives
Toshimichi Ohmura, Kyoko Miwa, Tomotsugu Awano, and Michinori Suginome
Chem. Asian J., 2018, 13, 2414–2417, 10.1002/asia.201800536
Special Issue: Homogeneous Catalysis from Young Investigators in Asia
Highlighted in Synfacts, 2018, 14, 1264, 10.1055/s-0037-16110113 -
Abnormal Sergeants-and-Soldiers Effect of Poly(quinoxaline-2,3-diyl)s Enabling Discrimination of One-Carbon Homologous n-Alkanes through a Highly Sensitive Solvent-dependent Helix Inversion
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Comm., 2018, 54, 6867-6870, 10.1039/C8CC02836B -
Chirality-Amplifying, Dynamic Induction of Single-Handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites
Takeshi Yamamoto, Ryo Murakami, Satoko Komatsu, and Michinori Suginome
J. Am. Chem. Soc., 2018, 140, 3867-3870, 10.1021/jacs.8b00529 -
Elucidating the Solvent Effect on the Switch of the Helicity of Poly(quinoxaline-2,3-diyl)s: A Conformational Analysis by Small-Angle Neutron Scattering
Yuuya Nagata, Tsuyoshi Nishikawa, Michinori Suginome, Sota Sato, Masaaki Sugiyama, Lionel Porcar, Anne Martel, Rintaro Inoue, and Nobuhiro Sato
J. Am. Chem. Soc., 2018, 140, 2722-2726, 10.1021/jacs.7b11626
2017
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Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers
Toshimichi Ohmura, Hiroki Nishiura, and Michinori Suginome
Organometallics, 2017, 36, 4298–4304, 10.1021/acs.organomet.7b00695 -
4,4'-Bipyridine-Catalyzed Stereoselective trans-Diboration of Acetylenedicarboxylates to 2,3-Diborylfumarates
Toshimichi Ohmura, Yohei Morimasa, and Michinori Suginome
Chem. Lett., 2017, 46, 1793–1796, 10.1246/cl.170848 -
Asymmetric Cycloisomerization of o-Alkenyl-N-methylanilines to Indolines through Iridium-Catalyzed C(sp3)–H Addition to Carbon–Carbon Double Bonds
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
Angew. Chem. Int. Ed., 2017, 56, 14272–14276, 10.1002/anie.201708578
One of the Fifteen Most Accessed Articles (ACIE, Oct. 2017)
Selected as Synfact of the month (Jan. 2018), Synfacts, 2018, 14, 0039, 10.1055/s-0036-1591055 -
Synthesis and Solution Properties of a Rigid Helical Star Polymer: Three-Arm Star Poly(quinoxaline-2,3-diyl)
Hirokazu Hasegawa, Yuuya Nagata, Ken Terao, and Michinori Suginome
Macromolecules, 2017, 50, 7491–7497, 10.1021/acs.macromol.7b01797 -
Chirality-Switchable 2,2'-Bipyridine Ligands Attached to Helical Poly(quinoxaline-2,3-diyl)s for Copper-Catalyzed Asymmetric Cyclopropanation of Alkenes
Yukako Yoshinaga, Takeshi Yamamoto, and Michinori Suginome
ACS Macro Lett., 2017, 6, 705–710, 10.1021/acsmacrolett.7b00352 -
Rhodium-Catalyzed C(sp2)–H Addition of Arylboronic Acids to Alkynes Using a Boron-Based, Convertible ortho-Directing Group (written in Japanese)
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Chem. Lett., 2017, 46, 1169-1172, 10.1246/cl.170404 -
New Chiral Functions Based on the Dynamic Induction of Macromolecular Helical Chirality by Chiral Side Chains
Michinori Suginome, Yuuya Nagata, and Takeshi Yamamoto
J. Synth. Org. Chem. Jpn., 2017, 5, 476-490, 10.5059/yukigoseikyokaishi.75.476 -
Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations
Franco King-Chi Leung, Fumitaka Ishiwari, Yoshiaki Shoji, Tsuyoshi Nishikawa, Ryohei Takeda, Yuuya Nagata, Michinori Suginome, Yasuhiro Uozumi, Yoichi M. A. Yamada, and Takanori Fukushima
ACS Omega, 2017, 2, 1930-1937, 10.1021/acsomega.7b00200 -
Poly(quinoxaline-2,3-diyl) as a Multifunctional Chiral Scaffold for Circularly Polarized Luminescent Materials: Color Tuning, Energy Transfer, and Switching of the CPL Handedness
Tsuyoshi Nishikawa, Yuuya Nagata, and Michinori Suginome
ACS Macro Lett., 2017, 6, 431–435, 10.1021/acsmacrolett.7b00131 -
Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)–H Borylation at the Methyl Group on Silicon
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
J. Org. Chem., 2017, 82, 2943–2956, 10.1021/acs.joc.6b02917 -
C–H Activation-Based Transformation of Naphthalenes to 3-Iodo-2-naphthylboronic Acid Derivatives for Use in Iterative Coupling Synthesis of Helical Oligo(naphthalene-2,3-diyl)s
Takeshi Yamamoto, Aoi Ishibashi, Masashi Koyanagi, Hideki Ihara, Nils Eichenauer, and Michinori Suginome
Bull. Chem. Soc. Jpn., 2017, 90, 604-606, 10.1246/bcsj.20170026 -
Single-Handed Helical Poly(quinoxaline-2,3-diyl)s Bearing Achiral 4-Aminopyrid-3-yl Pendants as Highly Enantioselective, Reusable Chiral Nucleophilic Organocatalysts in the Steglich Reaction
Takeshi Yamamoto, Ryo Murakami, and Michinori Suginome
J. Am. Chem. Soc., 2017, 139, 2557–2560, 10.1021/jacs.6b12349 -
Regioselective Synthesis of o-Benzenediboronic Acids via Ir-Catalyzed o-C–H Borylation Directed by a Pyrazolylaniline-Modified Boronyl Group
Takeshi Yamamoto, Aoi Ishibashi, and Michinori Suginome
Org. Lett., 2017, 19, 886–889, 10.1021/acs.orglett.7b00041
2016
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High-Pressure Circular Dichroism Spectroscopy up to 400 MPa Using Polycrystalline Yttrium Aluminum Garnet (YAG) as Pressure-Resistant Optical Windows
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
RSC Adv., 2016, 6, 109726-109729, 10.1039/C6RA23736C -
Iridium-Catalyzed Intramolecular Methoxy C–H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes
Takeru Torigoe, Toshimichi Ohmura, and Michinori Suginome
Chem. Eur. J., 2016, 22, 10415–10419, 10.1002/chem.201602152 -
Three-Way-Switchable (Right/Left/OFF) Selective Reflection of Circularly Polarized Light on Solid Thin Films of Helical Polymer Blends
Yuuya Nagata, Makoto Uno, and Michinori Suginome
Angew. Chem., Int. Ed, 2016, 55, 7126–7130, 10.1002/anie.201602035 -
A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp3)–H Borylation and Conversion to Functionalized Siloxanes
Toshimichi Ohmura, Ikuo Sasaki, Takeru Torigoe, and Michinori Suginome
Organometallics, 2016, 35, 1601–1603, 10.1021/acs.organomet.6b00316 -
Solvent Effect on the Sergeants-and-Soldiers Effect Leading to Bidirectional Induction of Single-Handed Helical Sense of Poly(quinoxaline-2,3-diyl)s Copolymers in Aromatic Solvents
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
ACS Macro Lett., 2016, 5, 519–522, 10.1021/acsmacrolett.6b00191
2015
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Poly(quinoxaline-2,3-diyl)s: A Fascinating Helical Macromolecular Scaffold for New Chiral Functions
Michinori Suginome, Takeshi Yamamoto, and Yuuya Nagata
J. Synth. Org. Chem. Jpn. 2015, 73, 1141-1155, 10.5059/yukigoseikyokaishi.73.1141 -
Main-Chain Stiffness and Helical Conformation of a Poly(quinoxaline-2,3-diyl) in Solution
Yuuya Nagata, Hirokazu Hasegawa, Ken Terao, and Michinori Suginome
Macromolecules, 2015, 48, 7983–7989. 10.1021/acs.macromol.5b01919 -
Majority-Rules-Type Helical Poly(quinoxaline-2,3-diyl)s as Highly Efficient Chirality-Amplification Systems for Asymmetric Catalysis
Yuan-Zhen Ke, Yuuya Nagata, Tetsuya Yamada, and Michinori Suginome
Angew. Chem., Int. Ed, 2015, 54, 9333–9337. 10.1002/anie.201502209 -
Pressure-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s Containing Chiral Side Chains in Non-aqueous Solvents
Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
Chem. Commun., 2015, 51, 11182-11185, 10.1039/C5CC04255K (Open Access) -
Site- and Regioselective Silaborative C–C Cleavage of 1-Alkyl-2-Methylenecyclopropanes Using a Platinum Catalyst with a Sterically Demanding Silylboronic Ester
Toshimichi Ohmura, Hiroki Taniguchi, and Michinori Suginome
ACS Catal., 2015, 5, 3074–3077, 10.1021/acscatal.5b00513 -
Asymmetric Suzuki–Miyaura cross-coupling of 1-bromo-2-naphthoates using the helically chiral polymer ligand PQXphos
Yuto Akai, Laure Konnert, Takeshi Yamamoto and Michinori Suginome
Chem. Commun., 2015, 51, 7211–7214, 10.1039/C5CC01074H -
Exerting Control over the Helical Chirality in the Main-Chain of Sergeants-and-Soldiers-Type Poly(quinoxaline-2,3-diyl)s by Changing from Random to Block Copolymerization Protocols
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
J. Am. Chem. Soc., 2015, 137, 4070–4073, 10.1021/jacs.5b01422 -
Organocatalytic Diboration Involving “Reductive Addition” of a Boron–Boron σ-Bond to 4,4’-Bipyridine
Toshimichi Ohmura, Yohei Morimasa, and Michinori Suginome
J. Am. Chem. Soc., 2015, 137, 2852–2855, 10.1021/jacs.5b00546 -
Facile Preparation of Poly(quinoxaline-2,3-diyl)s via Aromatizing Polymerization of 1,2-Diisocyanobenenes Using Phosphine Complexes of Nickel(II) Salts
Yuuya Nagata, Yuan-Zhen Ke, and Michinori Suginome
Chem. Lett, 2015, 44, 53–55, 10.1246/cl.140909
2014
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Poly(quinoxaline-2,3-diyl)s Bearing (S)-3-Octyloxymethyl Side Chains as an Efficient Amplifier of Alkane Solvent Effect Leading to Switch of Main Chain Helical Chirality
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
J. Am. Chem. Soc., 2014, 136, 15901–15904, 10.1021/ja509531t
Highlighted in JACS Spotlights 10.1021/ja511738n -
Chiral Palladacycle Catalysts Generated on a Single-Handed Helical Polymer Skeleton for Asymmetric Arylative Ring Opening of 1,4-Epoxy-1,4-dihydronaphthalene
Takeshi Yamamoto, Yuto Akai, and Michinori Suginome
Angew. Chem., Int. Ed, 2014, 53, 12785–12788. -
Ether Solvent-induced Chirality Inversion of Helical Poly(quinoxaline-2,3-diyl)s Containing L-Lactic Acid Derived Side Chains
Yuuya Nagata, Takuma Kuroda, Keisuke Takagi, and Michinori Suginome
Chem. Sci., 2014, 5, 4953-4956, 10.1039/C4SC01920B -
Chirality-switchable Circularly Polarized Luminescence in Solution Based on the Solvent-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Commun., 2014, 50, 9951-9953, 10.1039/C4CC03944K -
Solid Polymer Films Exhibiting Handedness-switchable, Full-color-tunable Selective Reflection of Circularly Polarized Light
Yuuya Nagata, Keisuke Takagi, and Michinori Suginome
J. Am. Chem. Soc., 2014, 136, 9858–9861, 10.1021/ja504808r
Highlighted in JACS Spotlights 10.1021/ja506476x -
Iridium-Catalysed Borylation of Sterically Hindered C(sp3)–H bonds: Remarkable Rate Acceleration by a Catalytic Amount of Potassium tert-Butoxide
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
Chem. Commun., 2014, 50, 6333-6336, 10.1039/C4CC01262C
2013
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Nickel-Catalyzed Cyclizative trans-Carboboration of Alkynes through Activation of Boron–Chlorine Bonds by Using Organometallic Reagents as Donors of Organic Groups
Masaki Daini, Akihiko Yamamoto, and Michinori Suginome
Asian J. Org. Chem., 2013, 2, 968-976, 10.1002/ajoc.201300164 -
Functionalization of Tetraorganosilanes and Permethyloligosilanes at a Methyl Group on Silicon via Iridium Catalyzed C(sp3)–H Borylation
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
Organometallics 2013, 32, 6170-6173, 10.1021/om400900z -
Complementary Induction of Right- and Left-Handed Helical Structures by the Positioning of Chiral Groups on the Monomer Units: Introduction of (−)-Menthol as Side Chains of Poly(quinoxaline-2,3-diyl)s
Takeshi Yamamoto, Takumi Adachi, and Michinori Suginome
ACS Macro Lett., 2013, 2, 790-793, 10.1021/mz4003326 -
Catalytic Borylation and Silylation of Unsaturated Organic Molecules: Reaction Control by Transition Metal Catalysts and Applications to Organic Synthesis (written in Japanese)
Toshimichi Ohmura
J. Synth. Org. Chem. Jpn. 2013, 71, 804-817, 10.5059/yukigoseikyokaishi.71.804 -
Cycloaddition-based Formal C–H Alkynylation of Isoindoles Leading to the Synthesis of Air-stable Fluorescent 1,3-Dialkynylisoindoles
Toshimichi Ohmura, Akihito Kijima, Yusuke Komori, and Michinori Suginome
Org. Lett. 2013, 15, 3510–3513, 10.1021/ol401051d -
Solvent-Dependent Switch of Helical Main-Chain Chirality in Sergeants-and-Soldiers-Type Poly(quinoxaline-2,3-diyl)s: Effect of the Position and Structures of the “Sergeant” Chiral Units on the Screw-Sense Induction
Yuuya Nagata, Tetsuya Yamada, Takumi Adachi, Yuto Akai, Takeshi Yamamoto, and Michinori Suginome
J. Am. Chem. Soc., 2013, 135, 10104–10113, 10.1021/ja403391m -
Catalytic Asymmetric Synthesis with Chirality-Switchable Helical Polymer Ligands
Takeshi Yamamoto, Yuuya Nagata, and Michinori Suginome
J. Synth. Org. Chem. Jpn., 2013, 71, 461-471, 10.5059/yukigoseikyokaishi.71.461 (Japanese) -
Anthranilamide-masked o-Iodoarylboronic Acids as Coupling Modules for Iterative Synthesis of ortho-Linked Oligoarenes
Masashi Koyanagi, Nils Eichenauer, Hideki Ihara, Takeshi Yamamoto, and Michinori Suginome
Chem. Lett., 2013, 42, 541-543, 10.1246/cl.130136 -
Palladium-catalyzed Carboboration: Borylative Coupling of Alkynes with Alkenes through Activation of Boron Chlorine Bonds
Kanayo Nakada, Masaki Daini, and Michinori Suginome
Chem. Lett., 2013, 42, 538-540, 10.1246/cl.130131 -
Synthesis of Cyclic Alkenylborates via Silaboration of Alkynes Followed by Hydrolysis for Utilization in External-Base-Free Cross Coupling
Toshimichi Ohmura, Kazuyuki Oshima, and Michinori Suginome
Organometallics 2013, 32, 2870-2873, 10.1021/om400138u
2012
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Arylboronic Acid Derivative Cross-Coupling Reactions
Michinori Suginome and Toshimichi Ohmura
Science of Synthesis Cross Coupling and Heck-Type Reactions 1, G. A. Molander Ed., Thieme, 2012, 147-201. -
Catalytic Functionalization of Methyl Group on Silicon: Iridium-Catalyzed C(sp3)–H Borylation of Methylchlorosilanes
Toshimichi Ohmura, Takeru Torigoe, and Michinori Suginome
J. Am. Chem. Soc. 2012, 134, 17416-17419, 10.1021/ja307956w -
Solvent-dependent fluorescence and circular dichroism properties of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants
Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome
Chem. Commun., 2012, 48, 11193-11195, 10.1039/C2CC36275A -
Catalytic Asymmetric Synthesis Using Chirality-Switchable Helical Polymer as a Chiral Ligand
Michinori Suginome,Takeshi Yamamoto, Yuuya Nagata, Tetsuya Yamada, and Yuto Akai
Pure Appl. Chem., 2012, 84, 1759-1769, 10.1351/PAC-CON-11-08-23 -
Dearomatizing conversion of pyrazines to 1,4-dihydropyrazine derivatives via transition-metal-free diboration, silaboration, and hydroboration
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
Chem. Commun. 2012, 48, 8571-8573, 10.1039/C2CC34086K -
Enhanced Catalyst Activity and Enantioselectivity with Chirality-Switchable Polymer Ligand PQXphos in Pd-Catalyzed Asymmetric Silaborative Cleavage of meso-Methylenecyclopropanes
Yuto Akai, Takeshi Yamamoto, Yuuya Nagata, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc., 2012, 134, 11092-11095, 10.1021/ja303506k -
Regioselective Synthesis of 1,2-Dihydropyridines by Rhodium-Catalyzed Hydroboration of Pyridines
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2012, 134, 3699-3702, 10.1021/ja3002953 -
Control of Helical Chirality of Poly(quinoxaline-2,3-diyl)s Based on Postpolymerization Modification of the Terminal Group by Small Chiral Molecules
Yuuya Nagata, Satoru Ohashi, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2012, 50, 1564–1571, 10.1002/pola.25926
Selected as Cover Image, 10.1002/pola.26030
2011
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1,3,2-Dioxaborolane, 2-(dimethylphenylsilyl)-4,4,5,5-tetramethyl-
Toshimichi Ohmura and Michinori Suginome
Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, P. L. Fuchs Ed., Wiley, 2011, 270-276. -
Transition Metal-Catalyzed Element-Boryl Additions to Unsaturated Organic Compounds
Michinori Suginome and Toshimichi Ohmura
Boronic Acids Second Edition, D. G. Hall Ed., Wiley, 2011, Vol 1, 171-212. -
Inversion or Retention? Effects of Acidic Additives on the Stereochemical Course in Enantiospecific Suzuki–Miyaura Coupling of α-(Acetylamino)benzylboronic Esters
Tomotsugu Awano, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2011, 133, 20738-20741, 10.1021/ja210025q -
(E)- and (Z)-β-Borylallylsilanes via Alkyne Silaboration Followed by Regio- and Stereoselective Double Bond Migration
Toshimichi Ohmura, Kazuyuki Oshima, and Michinori Suginome
Angew. Chem. Int. Ed. 2011, 50, 12501–12504, 10.1002/anie.201106077 -
Highly Enantioselective Synthesis of Axially Chiral Biarylphosphonates: Asymmetric Suzuki–Miyaura Coupling Using High-Molecular-Weight, Helically Chiral Polyquinoxaline-Based Phosphines
Takeshi Yamamoto, Yuto Akai, Yuuya Nagata, and Michinori Suginome
Angew. Chem., Int. Ed, 2011, 50, 8844–8847, 10.1002/anie.201103792 -
Synthesis of poly(quinoxaline-2,3-diyl)s with alkoxy side chains by aromatizing polymerization of 4,5-dialkoxy-substituted 1,2-diisocyanobenzenes
Yuuya Nagata and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem., 2011, 49, 4275–4282, 10.1002/pola.24871 -
Ruthenium-Catalyzed C–H-Silylation of Methylboronic Acid Using a Removable α-Directing Modifier on the Boron Atom
Hideki Ihara, Akinori Ueda, and Michinori Suginome
Chem. Lett., 2011, 40, 916–918, 10.1246/cl.2011.916 -
Dinuclear Palladium and Platinum Complexes with Bridging Silylene Ligands. Preparation Using (Aminosilyl)boronic Ester as the Ligand Precursor and Their Reactions with Alkynes
Makoto Tanabe, Jian Jiang, Hideto Yamazawa, Kohtaro Osakada, Toshimichi Ohmura, and Michinori Suginome
Organometallics 2011, 30, 3981-3991, 10.1021/om200156g -
Anthranilamide: A Simple, Removable Ortho-Directing Modifier for Arylboronic Acids Serving also as a Protective Group in Cross-Coupling Reactions
Hideki Ihara, Masashi Koyanagi, and Michinori Suginome
Org. Lett., 2011, 13, 2662-2665, 10.1021/ol200764g -
Palladium-Catalyzed Regioselective Silaboration of Pyridines Leading to the Synthesis of Silylated Dihydropyridines
Kazuyuki Oshima, Toshimichi Ohmura, and Michinori Suginome
J. Am. Chem. Soc. 2011, 133, 7324-7327, 10.1021/ja2020229 -
Palladium-Catalyzed, Stereoselective, Cyclizative Alkenylboration of Carbon−Carbon Double Bonds through Activation of a Boron−Chlorine Bond
Masaki Daini and Michinori Suginome
J. Am. Chem. Soc., 2011, 133, 4758-4761, 10.1021/ja200856t -
2-Vinylindoles As the Four-Atom Component in a Catalytic [4+1] Cycloaddition with a Silylene-Palladium Species Generated from (Aminosilyl)boronic Ester
Kohei Masuda, Toshimichi Ohmura, and Michinori Suginome
Organometallics 2011, 30, 1322-1325, 10.1021/om200135u -
Integrated Catalytic C−H Transformations for One-Pot Synthesis of 1-Arylisoindoles from Isoindolines via Palladium-Catalyzed Dehydrogenation Followed by C−H Arylation
Toshimichi Ohmura, Akihito Kijima, and Michinori Suginome
Org. Lett. 2011, 13, 1238-1241, 10.1021/ol2001232
2010
-
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Stereospecific Suzuki-Miyaura Coupling of Chiral α-(Acylamino)benzylboronic Esters with Inversion of Configuration
Toshimichi Ohmura, Tomotsugu Awano, and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 13191-13193, 10.1021/ja106632j -
Switch of Regioselectivity in Palladium-Catalyzed Silaboration of Terminal Alkynes by Ligand-Dependent Control of Reductive Elimination
Toshimichi Ohmura, Kazuyuki Oshima, Hiroki Taniguchi, and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 12194-12196, 10.1021/ja105096r -
Non-hydrogen-bonding-based, solvent-dependent helix inversion between pure P-helix and pure M-helix in poly(quinoxaline-2,3-diyl)s bearing chiral side chains
Tetsuya Yamada, Yuuya Nagata and Michinori Suginome
Chem. Commun. 2010, 46, 4914-4916, 10.1039/c001564d -
High-Molecular-Weight Polyquinoxaline-Based Helically Chiral Phosphine (PQXphos) as Chirality-Switchable, Reusable, and Highly Enantioselective Monodentate Ligand in Catalytic Asymmetric Hydrosilylation of Styrenes
Takeshi Yamamoto, Tetsuya Yamada, Yuuya Nagata and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 7899–7901, 10.1021/ja102428q -
Rhodium-catalyzed Dehydroborylation of Styrenes with Naphthalene-1,8-diaminatoborane [(dan)BH]: New Synthesis of Masked β-Borylstyrenes as New Phenylene–Vinylene Cross-coupling Modules
Noriyuki Iwadate and Michinori Suginome
Chem. Lett. 2010, 39, 558-560, 10.1246/cl.2010.558 -
Nickel-Catalyzed Asymmetric Addition of Alkyne C-H Bonds across 1,3-Dienes Using Taddol-Based Chiral Phosphoramidite Ligands
Masamichi Shirakura and Michinori Suginome
Angew. Chem. Int. Ed. 2010, 49, 3827-3829, 10.1002/anie.201001188 -
Synthesis of Helical Rod−Coil Multiblock Copolymers by Living Block Copolymerization of Isocyanide and 1,2-Diisocyanobenzene Using Arylnickel Initiators
Tetsuya Yamada and Michinori Suginome
Macromolecules 2010, 43, 3999-4002, 10.1021/ma100500r -
Langmuir–Blodgett films of helical rigid-rod poly(quinoxaline-2,3-diyl)s
Yoshihiko Ito, Toshiyuki Miyake, Michinori Suginome, Rie Katakura, Masaya Mitsuishi, and Tokuji Miyashita
Polym. J. 2010, 42, 406-410, 10.1038/pj.2010.14 -
Recent Progress of Catalytic Hydroboration: Use of Copper and Iron Catalysts (written in Japanese)
Toshimichi Ohmura
Organometallic News 2010, 28, 28. -
Differentially Protected Diboron for Regioselective Diboration of Alkynes: Internal-Selective Cross-Coupling of 1-Alkene-1,2-diboronic Acid Derivatives
Noriyuki Iwadate and Michinori Suginome
J. Am. Chem. Soc. 2010, 132, 2548-2549, 10.1021/ja1000642 -
Chiral Arylnickel Complexes as Highly Active Initiators for Screw-Sense Selective Living Polymerization of 1,2-Diisocyanobenzenes
Tetsuya Yamada, Hiroyoshi Noguchi, Yuuya Nagata, and Michinori Suginome
J. Polym. Sci. Part A: Polym. Chem. 2010, 48, 898-904, 10.1002/pola.23842
2009
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Palladium-Catalyzed Silylene-1,3-Diene [4 + 1] Cycloaddition with Use of (Aminosilyl)boronic Esters as Synthetic Equivalents of Silylene
Toshimichi Ohmura, Kohei Masuda, Ichiro Takase, and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 16624-16625, 10.1021/ja907170p -
Nickel-Catalyzed Ring-Opening Hydroacylation of Methylenecyclopropanes:
Hiroki Taniguchi, Toshimichi Ohmura, and Michinori Suginome
Synthesis of γ,δ-Unsaturated Ketones from Aldehydes
J. Am. Chem. Soc. 2009, 131, 11298-11299, 10.1021/ja9046894 -
Kinetic Resolution of Racemic 1-Alkyl-2-methylenecyclopropanes via Palladium-Catalyzed Silaborative C–C Cleavage
Toshimichi Ohmura, Hiroki Taniguchi, and Michinori Suginome
Org. Lett. 2009, 11, 2880-2883, 10.1021/ol900829c -
Easily Attachable and Detachable ortho-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C−H Silylation
Hideki Ihara and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 7502-7503, 10.1021/ja902314v -
α-Amidobenzylation of Aryl and Alkenyl Halides via Palladium-catalyzed Suzuki-Miyaura Coupling with α-(Acylamino)benzylboronic Esters
Toshimichi Ohmura, Tomotsugu Awano, and Michinori Suginome
Chem. Lett. 2009, 38, 664-665, 10.1246/cl.2009.664 -
Palladium-catalyzed intramolecular cyanoboration of allenes leading to the regioselective synthesis of β-cyanoallylboranes
Akihiko Yamamoto, Yuto Ikeda, and Michinori Suginome
Tetrahedron Lett. 2009, 50, 3168-3170, 10.1016/j.tetlet.2009.01.025 -
Synthesis of 1-Borylisoindoles via Palladium-Catalyzed Dehydrogenation/C−H Borylation of Isoindolines
Toshimichi Ohmura, Akihito Kijima and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 6070-6071, 10.1021/ja901095h -
Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s
Noriyuki Iwadate and Michinori Suginome
Org. Lett. 2009, 11, 1899-1902, 10.1021/ol9003096 -
Nickel-Catalyzed, Regio- and Stereoselective Hydroalkynylation of Methylenecyclopropanes with Retention of the Cyclopropane Ring, Leading to the Synthesis of 1-Methyl-1-Alkynylcyclopropanes
Masamichi Shirakura and Michinori Suginome
J. Am. Chem. Soc. 2009, 131, 5060-5061, 10.1021/ja900876w -
Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C–H borylation with 1,8-naphthalenediaminatoborane (danBH)
Noriyuki Iwadate and Michinori Suginome
J. Organomet. Chem. 2009, 694, 1713-1717, 10.1016/j.jorganchem.2008.11.068 -
Stereoselective Synthesis of cis-β-Methyl- and Phenyl-Substituted Alkenylboronates by Platinum-Catalyzed Dehydrogenative Borylation
Toshimichi Ohmura, Yuta Takasaki, Hideki Furukawa, and Michinori Suginome
Angew. Chem. Int. Ed. 2009, 48, 2372-2375, 10.1002/anie.200805406 -
B(OMe)3; as a Nonacidic Iminium Ion Generator in Mannich- and Ugi-Type Reactions
Yusuke Tanaka, Kousuke Hidaka, Tomoaki Hasui, and Michinori Suginome
Eur. J. Org. Chem. 2009, 8, 1148-1151, 10.1002/ejoc.200801190 -
Nickel-Catalyzed Regioselective Hydroalkynylation of Styrenes: Improved Catalyst System, Reaction Scope, and Mechanism
Masamichi Shirakura and Michinori Suginome
Org. Lett. 2009, 11, 523-526, 10.1021/ol802475h -
Silylboranes as New Tools in Organic Synthesis
Toshimichi Ohmura and Michinori Suginome
Bull. Chem. Soc. Jpn. 2009, 82, 29-49, 10.1246/bcsj.82.29 -
Helical Poly(quinoxaline-2,3-diyl)s Bearing Metal-Binding Sites as Polymer-Based Chiral Ligands for Asymmetric Catalysis
Takeshi Yamamoto and Michinori Suginome
Angew. Chem. Int. Ed. 2009, 48, 539-542, 10.1002/anie.200803719
2008
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Carbon-Silicon Bond Formation via Transition Metal-Catalyzed Reaction of Silylene Equivalents (Japanese)
Toshimichi Ohmura and Michinori Suginome
Keiso Kagaku Kyokaishi, 2008, 25, 32-35 -
Iterative Suzuki-Miyaura cross-coupling reaction for the selective synthesis of oligoarenes
Michinori Suginome
Ekisho, 2008, 12, 296-305 -
Palladium-Catalyzed Carboboration of Alkynes Using Chloroborane and
Masaki Daini and Michinori Suginome
Organozirconium Reagents
Chem. Commun. 2008, 5224-5226, 10.1039/b809433k -
Diarylborinic Acid Derivatives as a Catalytic Iminium Ion Generator in the Mannich-Type Reaction Using Secondary Amines, Aldehydes, and Ketene Silyl Acetals
Yusuke Tanaka, Tomoaki Hasui, Michinori Suginome
Synlett 2008, 1239-1242, 10.1055/s-2008-1072724 -
Nickel-Catalyzed Addition of C-H Bonds of Terminal Alkynes to 1,3-Dienes and Styrenes
Masamichi Shirakura and Michinori Suginome
J. Am. Chem. Soc. 2008 130, 5410-5411, 10.1021/ja800997j -
A Mechanism for the Palladium-Catalyzed Regioselective Silaboration of Allene: A Theoretical Study
Yoko Abe, Kei Kuramoto, Masahiro Ehara, Hiroshi Nakatsuji, Michinori Suginome, Masahiro Murakami and Yoshihiko Ito
Organometallics, 2008, 27, 1736-1742, 10.1021/om070110f -
"Synthetic organic chemistry" and "polymer science" of isocyanide
Michinori Suginome
Kobunshi, 2008, 57, 130-133 -
Palladium-Catalysed cis– and trans-Silaboration of Terminal Alkynes: Complementary Access to Stereo-Defined Trisubstituted Alkenes
Toshimichi Ohmura, Kazuyuki Oshima and Michinori Suginome
Chem. Comm. 2008, 1416-1418, 10.1039/b800181b -
Palladium-Catalyzed trans– and cis-Carboboration of Alkynes Tethered to Chloroborane with Organozirconium Reagents: Ligand-Dependent Complementary Stereoselectivity
Masaki Daini, Akihiko Yamamoto, and Michinori Suginome
J. Am. Chem. Soc. 2008, 130, 2918-2919, 10.1021/ja711160h -
Synthetic Application of Intramolecular Cyanoboration on the Basis of Removal and Conversion of a Tethering Group by Palladium-Catalyzed Retro-Allylation
Toshimichi Ohmura, Tomotsugu Awano, Michinori Suginome, Hideki Yorimitsu, and Koichiro Oshima
Synlett 2008, 423-427, 10.1055/s-2008-1032075 -
Silylboranes Bearing Dialkylamino Groups on Silicon as Silylene Equivalents: Palladium-Catalyzed Regioselective Synthesis of 2,4-Disubstituted Siloles
Toshimichi Ohmura, Kohei Masuda, and Michinori Suginome
J. Am. Chem. Soc. 2008, 130, 1526-1527, 10.1021/ja073896h -
Differentially Protected Benzenediboronic Acids: Divalent Cross-Coupling Modules for the Efficient Synthesis of Boron-Substituted Oligoarenes
Hiroyoshi Noguchi, Takayuki Shioda, Chih-Ming Chou, and Michinori Suginome
Org. Lett. 2008, 10, 377-380, 10.1021/ol702420x
2007
-
Development of Boron-Based Reactions and Reagents for Organic Synthesis
Michinori Suginome
J. Synth. Org. Chem., Jpn. 2007, 65, 1048-1059, 10.5059/yukigoseikyokaishi.65.1048
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Acid-Free, Aminoborane-Mediated Ugi-Type Reaction Leading to General Utilization of Secondary Amines
Yusuke Tanaka, Tomoaki Hasui, and Michinori Suginome
Org. Lett. 2007, 9, 4407-4410, 10.1021/ol701570c -
Synthesis and Helical Structure of Oligo(quinoline-2,3-diyl)s
Michinori Suginome, Hiroyoshi Noguchi and Masahiro Murakami
Chem. Lett. 2007, 36, 1036-1037, 10.1246/cl.2007.1036 -
Palladium-Catalyzed Asymmetric Silaborative C-C Cleavage of meso-Methylenecyclopropanes
Toshimichi Ohmura, Hiroki Taniguchi, Yoshiyuki Kondo, and Michinori Suginome
J. Am. Chem. Soc. 2007, 129, 3518-3519, 10.1021/ja0703170 -
Synthesis of Silylboronic Esters Functionalized on Silicon
Toshimichi Ohmura, Kohei Masuda, Hideki Furukawa, Michinori Suginome
Organometallics 2007, 26, 1291-1294, 10.1021/om0609867 -
Boron-Masking Strategy for the Selective Synthesis of Oligoarenes via Iterative Suzuki-Miyaura Coupling
Hiroyoshi Noguchi, Kosho Hojo, Michinori Suginome
J. Am. Chem. Soc. 2007, 129, 758-759, 10.1021/ja067975p -
C-E Bond Formation through Element-Element Addition to Carbon-Carbon Multiple Bonds
Michinori Suginome, Takanori Matsuda, Toshimichi Ohmura, Atsushi Seki, Masahiro Murakami
In Comprehensive Organometallic Chemistry III; Crabtree, R. and Mingos, M. Eds.; Ojima, I. Vol. Ed.; Elsevier, 2007; Volume 10, pp 725-787.
2006
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Nickel-Catalyzed Addition of Alkynylboranes to Alkynes
Michinori Suginome, Masamichi Shirakura, Akihiko Yamamoto
J. Am. Chem. Soc. 2006, 128, 14438-14439, 10.1021/ja064970j -
Palladium-Catalyzed Asymmetric Silaboration of Allenes
Toshimichi Ohmura, Hiroki Taniguchi, Michinori Suginome
J. Am. Chem. Soc. 2006, 128, 13682-13683, 10.1021/ja063934h -
Ligand-Controlled, Complementary Stereoselectivity in the Platinum-Catalyzed Intramolecular Silaboration of Alkenes
Toshimichi Ohmura, Hideki Furukawa, Michinori Suginome
J. Am. Chem. Soc. 2006, 128, 13366-13367, 10.1021/ja065588+ -
Aminoboranes as New Iminium Ion Generators in Amination Reactions
Michinori Suginome
Pure Appl. Chem. 2006, 78, 1377-1387, 10.1351/pac200678071377. -
Reductive amination of aldehydes using aminoboranes as iminium ion generators
Michinori Suginome, Yusuke Tanaka, Tomoaki Hasui
Synlett 2006, 1047-1050, 10.1055/s-2006-939070 -
Asymmetric Silaboration of Terminal Allenes Bearing α-Stereogenic Centers: Stereoselection Based on "Reagent Control"
Toshimichi Ohmura, Michinori Suginome
Org. Lett. 2006, 8, 2503-2506, 10.1021/ol060666j -
Reactions of Cyanoboranes with a Palladium-PMe3; Complex: Mechanism for the Catalytic Cyanoboration of Alkynes
Michinori Suginome, Akihiko Yamamoto, Taisuke Sasaki, Masahiro Murakami
Organometallics 2006, 25, 2911-2913, 10.1021/om060246y
2005
- Nickel-Catalyzed trans-Alkynylboration of Alkynes via Activation of a Boron-Chlorine Bond
Akihiko Yamamoto, Michinori Suginome
J. Am. Chem. Soc. 2005, 127, 15706-15707. - Intramolecular Cyanoboration of Alkynes via Activation of Boron-Cyanide Bonds by Transition Metal Catalysts
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
J. Organomet. Chem. 2005, 690, 5300-5308. - Carbon-carbon bond formation using boron. Design, creation, and new reactions of functional boron reagents Michinori Suginome
Kagaku to Kogyo, 2005, 58, 919-922. - New development of organosilicon compound synthesis
Toshimichi Ohmura and Michinori Suginome
Kagaku, 2005, 60, 68-69. - Stereoselective Synthesis of Highly Enantioenriched (E)-Allylsilanes by Palladium-Catalyzed Intramolecular Bis-Silylation: 1,3-Chirality Transfer and Enantioenrichment via Dimer Formation
Michinori Suginome, Taisuke Iwanami, Yutaka Ohmori, Akira Matsumoto, Yoshihiko Ito
Chem. Eur. J. 2005, 11, 2954-2965. - Palladium-Catalyzed Addition of Cyanoboranes to Alkynes Leading to Regio- and Stereoselective Synthesis of β-Boryl-α,β-Unsaturated Nitriles
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
Angew. Chem. Int. Ed. 2005, 44, 2380-2382. - Synthesis and Reactions of Cyclic Silylboranes
Michinori Suginome, Hiroyoshi Noguchi, Tomoaki Hasui, Masahiro Murakami
Bull. Chem. Soc. Jpn. 2005, 78, 323-326. - Synthesis and Structural Analysis of Oligo(naphthalene-2,3-diyl)s
Takahisa Motomura, Hideko Nakamura, Michinori Suginome, Masahiro Murakami, and Yoshihiko Ito
Bull. Chem. Soc. Jpn. 2005, 78, 142-146.
2004
- Aminoboranes as "Compatible" Iminium Ion Generators in Aminative C-C Bond Formations
Michinori Suginome, Lars Uehlin, and Masahiro Murakami
J. Am. Chem. Soc. 2004, 126, 13196-13197. - A New Look at Boron Enolate Chemistry: Aminative C-C Bond Formation Using Diaminoboron Enolate with Aldehyde
Michinori Suginome, Lars Uehlin, Akihiko Yamamoto, and Masahiro Murakami
Org. Lett. 2004, 6, 1167-1169.
2003
- Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction
Michinori Suginome, Toshimichi Ohmura, Yoshihiro Miyake, Shin’ichirou Mitani, Yoshihiko Ito, Masahiro Murakami
J. Am. Chem. Soc. 2003, 125, 11174-11175. - Palladium- and Nickel-Catalyzed Intramolecular Cyanoboration of Alkynes
Michinori Suginome, Akihiko Yamamoto, Masahiro Murakami
J. Am. Chem. Soc. 2003, 125, 6358-6359.
2002
- Bis(dialkylamino)cyanoboranes: highly efficient reagents for the Strecker-type aminative cyanation of aldehydes and ketones.
M. Suginome, A. Yamamoto, Y. Ito
Chem. Comm. 2002, 1392-1393. - Nickel-Catalyzed Silaboration of Small-Ring Vinylcycloalkanes: Regio- and Stereoselective(E)-Allylsilane Formation via C-C Bond Cleavage.
M. Suginome, T. Matsuda, T. Yoshimoto, Y. Ito
Organometallics 2002, 21, 1537-1539. - 1,2-Azaboretidine Formation in the Reactions of (Boryl)(silyl)iminomethanes via Possible Generation of (Amino)(boryl)carbene Species
M. Suginome, T. Fukuda, Y. Ito
J. Organomet. Chem. 2002, 643-644, 508-511. (Special issue dedicated to Prof. F. Mathey) - Highly Effective, Easily Accessible Screw-Sense-Determining End Group in theAsymmetric Polymerization of 1,2-Diisocyanobenzenes.
M. Suginome, S. Collet, Y. Ito
Org. Lett. 2002, 4, 351-354.
2001
- Stereoselective construction of trans-1,2-benzooxadecaline frameworks by three-component cascade reactions of an a-phenethyl-b-borylallylsilane with aldehydes
M. Suginome, Y. Ohmori, Y. Ito
Chem. Commun. 2001, 1090-1091. - Solid-Phase Synthesis and Asymmetric Reactions of Polymer-Supported Highly Enantioenriched Allylsilanes
M. Suginome, T. Iwanami, and Y. Ito
J. Am. Chem. Soc. 2001, 123, 4356-4357. - Asymmetric Synthesis of Cyclic Alkenes via Cyclization of Enantioenriched Allylsilanes
M. Suginome, T. Iwanami, A. Yamamoto, and Y. Ito
Synlett 2001, 1042-1045. - β-Borylallylsilanes as a New Tool for Convenient Synthesis of Alkenylboranes
M. Suginome, Y. Ohmori, and Y. Ito
J. Am. Chem. Soc. 2001, 123, 4601-4602.
2000
- Palladium- and Platinum-Catalyzed Silaboration of Methylenecyclopropanes through Selective Proximal or Distal C-C Bond Cleavage
M. Suginome, T. Matsuda, and Y. Ito
J. Am. Chem. Soc. 2000, 122, 11015-11016. - Convenient Preparation of Silylboranes
M. Suginome, T. Matsuda, and Y. Ito
Organometallics 2000, 19, 4647-4649. - First Synthesis and Resolution of a Planar-chiral Tetrahydroindolyl Complex of Iron: Electronic Tuning of Reactivity and Enantioselective Nucleophilic Catalysis
M. Suginome and G. C. Fu
Chirality 2000, 12, 318-324. - Palladium-Catalyzed Regioselective Silaboration of 1,2-Dienes
M. Suginome, Y. Ohmori, Y. Ito
J. Organomet. Chem. 2000, 611, 403-413. (Special issue: The Chemistry of Interelement Linkage) - Structural Modification of Living Polymers: Synthesis of Helical Block Copolymers from a Single Monomer via Palladium-Mediated Aromatizing Polymerization of 1,2-Diisocyanobenzenes
Y, Ito, T. Miyake, M. Suginome
Macromolecules 2000, 33, 4034-4038. - Synthesis of (Boryl)(silyl)iminomethanes by Insertion of Isonitriles into Silicon-Boron Bonds
M. Suginome, T. Fukuda, H. Nakamura, Y. Ito
Organometallics 2000, 19, 719-721.