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Design and Creation of New Chiral Reaction Environment Utilizing Helical Macromolecular Architectures

Planned Research

Project AreaPrecise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions
Project/Area Number 15H05811
Research Category

Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionKyoto University

Principal Investigator

Suginome Michinori  京都大学, 工学研究科, 教授 (60252483)

Project Period (FY) 2015-06-29 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥34,840,000 (Direct Cost: ¥26,800,000、Indirect Cost: ¥8,040,000)
Fiscal Year 2019: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Fiscal Year 2018: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Fiscal Year 2017: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Fiscal Year 2016: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Fiscal Year 2015: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Keywords不斉合成 / 高分子触媒 / 不斉増幅 / キラル溶媒 / らせん高分子 / 動的キラリティ / キラル触媒 / キラリティスイッチング / キラル高分子 / 有機触媒 / 遷移金属触媒 / 不斉触媒反応 / 不斉クロスカップリング / キラル配位子 / リモネン / 不斉転写 / 不斉求核触媒 / 速度論的光学分割 / アミノピリジン / 小角中性子散乱 / 高分子合成 / 高分子機能 / ビピリジン / 転位反応 / シクロプロパン化 / 重合後修飾 / 合成化学 / 触媒化学
Outline of Final Research Achievements

This study revealed that the helical poly(quinoxaline-2,3-diyl) scaffold provides highly effective chiral reaction environments for asymmetric catalysis, of which enantioselectivities are comparable or even superior to those obtained with low-molecular-weight chiral catalysts. Generality of the PQX scaffold as chiral catalysts was demonstrated by incorporation of various chiral catalyst pendants on the basis of copolymerization protocol, leading to the application to a wide array of asymmetric reactions with high enantioselectivities. The dynamic nature of the PQX scaffolds allows "chirality-amplifying" asymmetric catalysis in which chiral molecules with low enantiomeric excesses or those having weak nonbonding molecular interaction are used as sources of chirality. Through this research program, new possibilities of helical polymer scaffolds as a novel type of catalysts for asymmetric catalysis have been successfully demonstrated.

Academic Significance and Societal Importance of the Research Achievements

右巻き構造と左巻き構造を速やかに反転させることを特徴とする新しいポリマーを開発し、そのらせん構造中に触媒活性部位を導入することで、鏡像異性体の一方を高い選択性で与える優れた触媒機能を確立した。触媒活性部位の構造を変化させることで、全く異なった反応機構で進む様々な反応に対応した触媒を作り出すことができた。また、右巻きと左巻きの区別がないポリマーに対して、天然に由来する鏡像異性体化合物を後で添加することで、右巻きおよび左巻き構造を完全に誘起することができた。これを利用し、オレンジの皮から大量に得られる(R)-リモネン等のキラル溶媒を唯一の不斉源とする不斉合成反応の開発に世界で初めて成功した。

Report

(6 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Annual Research Report
  • 2017 Annual Research Report
  • 2016 Annual Research Report
  • 2015 Annual Research Report
  • Research Products

    (90 results)

All 2020 2019 2018 2017 2016 2015 Other

All Int'l Joint Research (4 results) Journal Article (35 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 35 results,  Open Access: 5 results,  Acknowledgement Compliant: 5 results) Presentation (50 results) (of which Int'l Joint Research: 35 results,  Invited: 39 results) Remarks (1 results)

  • [Int'l Joint Research] Institut Laue-Langevin(フランス)

    • Related Report
      2017 Annual Research Report
  • [Int'l Joint Research] 有機化学生物化学研究所 チェコ科学アカデミー(チェコ)

    • Related Report
      2016 Annual Research Report
  • [Int'l Joint Research] Institut Laue-Langevin(France)

    • Related Report
      2016 Annual Research Report
  • [Int'l Joint Research] Academy of Sciences(チェコ)

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Construction of Silicon-Containing Seven-Membered Ring by Catalytic [4+2+1] Cycloaddition through Rhodium Silylenoid2020

    • Author(s)
      Sasaki, I.; Ohmura, T.; Suginome, M.
    • Journal Title

      Org. Lett.

      Volume: 22 Issue: 8 Pages: 2961-2966

    • DOI

      10.1021/acs.orglett.0c00690

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Tandem C-H Activation by a Single Iridium Catalyst: Direct Access to Indoles and Indolines from o-Alkyl-N-methylanilines2020

    • Author(s)
      Ohmura, T.; Yagi, K.; Kusaka,S.; Suginome, M.
    • Journal Title

      ACS Catal.

      Volume: 10 Issue: 5 Pages: 3152-3157

    • DOI

      10.1021/acscatal.9b05579

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Stereoinvertive C-C Bond Formation at the Boron‐Bound Stereogenic Centers via Copper-Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters2020

    • Author(s)
      Yoshinaga, Y.; Yamamoto, T.; Suginome, M.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 59 Issue: 18 Pages: 7251-7255

    • DOI

      10.1002/anie.201914864

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 4,4’-Bipyridyl-catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron2019

    • Author(s)
      Hosoya, H.; Castro, L. C. M.; Sultan, I.; Nakajima, Y.; Ohmura, T.; Sato, T.; Tsurugi, H.;Suginome, M.; *Mashima, K.
    • Journal Title

      Org. Lett.

      Volume: 21 Issue: 24 Pages: 9812-9817

    • DOI

      10.1021/acs.orglett.9b03419

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iridium-Catalyzed C-H Addition of Methyl Ethers across Intramolecular Carbon-Carbon Double Bonds Giving 2,3-Dihydrobenzofurans2019

    • Author(s)
      Ohmura, T.; Kusaka, S.; Torigoe, T.; Suginome, M.
    • Journal Title

      Adv. Synth. Catal.

      Volume: 361 Issue: 19 Pages: 4448-4453

    • DOI

      10.1002/adsc.201900749

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Boryl-Directed, Ir-Catalyzed C-H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes2019

    • Author(s)
      Yamamoto, T.; Ishibashi,A.; Suginome, M.
    • Journal Title

      Org. Lett.,

      Volume: 21 Issue: 16 Pages: 6235-6240

    • DOI

      10.1021/acs.orglett.9b02112

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Catalysis in Chiral Solvents: Transfer, Amplification, and Memory of Chirality Enabled by Macromolecular Scaffold2019

    • Author(s)
      Nagata, Y.; Takeda, R.; Suginome, M.
    • Journal Title

      ACS Central Science

      Volume: 5 Issue: 7 Pages: 1235-1240

    • DOI

      10.1021/acscentsci.9b00330

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pyridine-based Catalysts for Organocatalytic Regioselective syn-1,2-Silaboration of Terminal Alkynes and Allenes2019

    • Author(s)
      Morimasa, Y.; Kabasawa, K.; Ohmura, T.; Suginome, M.
    • Journal Title

      Asian J. Org. Chem.

      Volume: 8 Pages: 1092-1096

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Helical Poly(quinoxaline-2,3-diyl)s Bearing 1,2,3-Triazole Pendants: Synthesis by CuAAC, Luminescence Properties, and Use as Reusable Abnormal NHC Ligands in Gold Catalysis2019

    • Author(s)
      Pinglu Zhang, Takeshi Yamamoto,Michinori Suginome
    • Journal Title

      ChemCatChem

      Volume: 11 Issue: 1 Pages: 424-429

    • DOI

      10.1002/cctc.201801361

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 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 Inversion2018

    • Author(s)
      Yuuya Nagata, Tsuyoshi Nishikawa, Michinori Suginome
    • Journal Title

      Chem. Commun

      Volume: 54 Issue: 50 Pages: 6867-6870

    • DOI

      10.1039/c8cc02836b

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantiospecific Suzuki-Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives2018

    • Author(s)
      Toshimichi Ohmura, Kyoko Miwa, Tomotsugu Awano, Michinori Suginome
    • Journal Title

      Chem. Asian J.

      Volume: 13 Issue: 17 Pages: 2414-2417

    • DOI

      10.1002/asia.201800536

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Planar-Chiral Pillar[5]arene-based Monophosphine Ligand with Induced Chirality at the Biaryl Axis2018

    • Author(s)
      Yuuya Nagata,Yasuo Shimada, Tsuyoshi Nishikawa, Ryohei Takeda, Makoto Uno, Tomoki Ogoshi, Michinori Suginome
    • Journal Title

      Synlett

      Volume: 29 Pages: 2167-2170

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A bidirectional screw-sense induction of poly(quinoxaline-2,3-diyl)s that depends on the degree of polymerization2018

    • Author(s)
      Nagata Yuuya、Nishikawa Tsuyoshi、Terao Ken、Hasegawa Hirokazu、Suginome Michinori
    • Journal Title

      Journal of Polymer Science Part A: Polymer Chemistry

      Volume: 57 Issue: 3 Pages: 260-263

    • DOI

      10.1002/pola.29224

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chirality-Amplifying, Dynamic Induction of Single-handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites2018

    • Author(s)
      Yamamoto, T.; Murakami, R.; Komatsu, S.; Suginome, M.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 91 Issue: 11 Pages: 3867-3870

    • DOI

      10.1021/jacs.8b00529

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers2017

    • Author(s)
      Ohmura, T.; Nishiura, H.; Suginome, M.
    • Journal Title

      Organometallics

      Volume: 36 Issue: 21 Pages: 4298-4304

    • DOI

      10.1021/acs.organomet.7b00695

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 4,4’-Bipyridine-Catalyzed Stereoselective trans-Diboration of Acetylenedicarboxylates Giving 2,3-Diborylfumarates2017

    • Author(s)
      Ohmura, T.; Morimasa, Y.; Suginome, M.
    • Journal Title

      Chem. Lett.

      Volume: 46 Issue: 12 Pages: 1793-1796

    • DOI

      10.1246/cl.170848

    • NAID

      130006243165

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis and Solution Properties of a Rigid Helical Star Polymer: Three-Arm Star Poly(quinoxaline-2,3-diyl)2017

    • Author(s)
      Hirokazu Hasegawa, Yuuya Nagata, Ken Terao, and Michinori Suginome
    • Journal Title

      Macromolecules

      Volume: 50 Issue: 19 Pages: 7491-7497

    • DOI

      10.1021/acs.macromol.7b01797

    • NAID

      120007053184

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Cycloisomerization of o-Alkenyl-N-methylanilines to Indolines through Iridium-Catalyzed C(sp3)-H Addition to Carbon-Carbon Double Bonds2017

    • Author(s)
      Torigoe, T.; Ohmura, T.; Suginome, M.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 56 Issue: 45 Pages: 14272-14276

    • DOI

      10.1002/anie.201708578

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chirality-Switchable 2,2'-Bipyridine Ligands Attached to Helical Poly(quinoxaline-2,3-diyl)s for Copper-Catalyzed Asymmetric Cyclopropanation of Alkenes2017

    • Author(s)
      Yoshinaga, Y.; Yamamoto, T.; Suginome, M.
    • Journal Title

      ACS Macro Lett.

      Volume: 6 Issue: 7 Pages: 705-710

    • DOI

      10.1021/acsmacrolett.7b00352

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rhodium-Catalyzed Directed C(sp2)-H Addition of Arylboronic Acids to Arylpropiolates Using a Boron-based, Convertible ortho-Directing Group2017

    • Author(s)
      Yamamoto, T.; Ishibashi, A.; Suginome, M.
    • Journal Title

      Chem. Lett.

      Volume: 46 Issue: 8 Pages: 1169-1172

    • DOI

      10.1246/cl.170404

    • NAID

      130005906997

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Catalytic Applications of a Triptycene-Based Monophosphine Ligand for Palladium-Mediated Organic Transformations2017

    • Author(s)
      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
    • Journal Title

      ACS Omega

      Volume: 2 Issue: 5 Pages: 1930-1937

    • DOI

      10.1021/acsomega.7b00200

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Poly(quinoxaline-2,3-diyl) as a Multifunctional Chiral Scaffold for Circularly Polarized Luminescent Materials: Color Tuning, Energy Transfer, and Switching of the CPL Handedness2017

    • Author(s)
      Tsuyoshi Nishikawa, Yuuya Nagata, and Michinori Suginome
    • Journal Title

      ACS Macro Lett.

      Volume: 6 Issue: 4 Pages: 431-431

    • DOI

      10.1021/acsmacrolett.7b00131

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] C-H Activation-Based Transformation of Naphthalenes to 3-Iodo-2-Naphthylboronic Acid Derivatives for Use in Iterative Coupling Synthesis of Oligo(naphthalene-2,3-diyl)s2017

    • Author(s)
      Yamamoto, T.; Ishibashi, A.; Koyanagi, M.; Ihara, H.; Eichenauer, N.; Suginome, M.
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 90 Issue: 5 Pages: 604-606

    • DOI

      10.1246/bcsj.20170026

    • NAID

      130006770706

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Regioselective Synthesis of o-Benzenediboronic Acids via Ir-catalyzed o-C-H Borylation Directed by a Pyrazolylaniline-Modified Boronyl Group2017

    • Author(s)
      Yamamoto, T.; Ishibashi, A.; Suginome, M.
    • Journal Title

      Org. Lett.

      Volume: 19 Issue: 4 Pages: 886-889

    • DOI

      10.1021/acs.orglett.7b00041

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 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 Reaction2017

    • Author(s)
      Yamamoto, T.;Murakami, R.; Suginome, M.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 139 Issue: 7 Pages: 2557-2560

    • DOI

      10.1021/jacs.6b12349

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C-H Borylation at the Methyl Group on Silicon2017

    • Author(s)
      Torigoe, T.; Ohmura, T.; Suginome, M.
    • Journal Title

      J. Org. Chem.

      Volume: 82 Pages: 2943-2956

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iridium-Catalyzed Intramolecular Methoxy C-H Addition to Carbon-Carbon Triple Bond: Direct Synthesis of 3-Substituted Benzofurans from o Methoxyphenylalkynes2016

    • Author(s)
      Torigoe, T.; Ohmura, T.; Suginome, M.
    • Journal Title

      Chem. Eur. J.

      Volume: 22 Issue: 30 Pages: 10415-10419

    • DOI

      10.1002/chem.201602152

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Three-Way-Switchable (Right/Left/OFF) Selective Reflection of Circularly Polarized Light on Solid Thin Films of Helical Polymer Blends2016

    • Author(s)
      Yuuya Nagata, Makoto Uno, and Michinori Suginome
    • Journal Title

      Angew. Chem., Int. Ed.

      Volume: 55 Issue: 25 Pages: 7126-7130

    • DOI

      10.1002/anie.201602035

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp3)-H Borylation and Conversion to Functionalized Siloxanes2016

    • Author(s)
      Ohmura, T.; Sasaki, I.; Torigoe, T.; Suginome, M.
    • Journal Title

      Organometallics

      Volume: 35 Issue: 11 Pages: 1601-1603

    • DOI

      10.1021/acs.organomet.6b00316

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] High-Pressure Circular Dichroism Spectroscopy up to 400 MPa Using Polycrystalline Yttrium Aluminum Garnet (YAG) as Pressure-Resistant Optical Windows2016

    • Author(s)
      Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
    • Journal Title

      RSC Adv.

      Volume: 6 Issue: 111 Pages: 109726-109729

    • DOI

      10.1039/c6ra23736c

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] 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 Solvents2016

    • Author(s)
      Yuuya Nagata, Tsuyoshi Nishikawa, Michinori Suginome
    • Journal Title

      ACS Macro Lett.

      Volume: 5 Issue: 4 Pages: 519-522

    • DOI

      10.1021/acsmacrolett.6b00191

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Pressure-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s Containing Chiral Side Chains in Non-aqueous Solvents2015

    • Author(s)
      Yuuya Nagata, Ryohei Takeda, and Michinori Suginome
    • Journal Title

      Chem. Commun.

      Volume: 51 Issue: 56 Pages: 11182-11185

    • DOI

      10.1039/c5cc04255k

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Majority-Rules-Type Helical Poly(quinoxaline-2,3-diyl)s as Highly Efficient Chirality-Amplification Systems for Asymmetric Catalysis2015

    • Author(s)
      Yuan-Zhen Ke, Yuuya Nagata, Tetsuya Yamada, and Michinori Suginome
    • Journal Title

      Angew. Chem., Int. Ed.

      Volume: 54 Issue: 32 Pages: 9333-9337

    • DOI

      10.1002/anie.201502209

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Main-Chain Stiffness and Helical Conformation of a Poly(quinoxaline-2,3-diyl) in Solution2015

    • Author(s)
      Yuuya Nagata, Hirokazu Hasegawa, Ken Terao, and Michinori Suginome
    • Journal Title

      Macromolecules

      Volume: 48 Issue: 21 Pages: 7983-7989

    • DOI

      10.1021/acs.macromol.5b01919

    • NAID

      120007053189

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Poly(quinoxaline-2,3-diyl)s: A Fascinating Helical Macromolecular Scaffold for New Chiral Functions2015

    • Author(s)
      Michinori Suginome, Takeshi Yamamoto, and Yuuya Nagata
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 73 Issue: 11 Pages: 1141-1155

    • DOI

      10.5059/yukigoseikyokaishi.73.1141

    • NAID

      130005113522

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Presentation] Macromolecular Chiral Catalyst for Transfer, Switch, and Amplification of Chirality in Asymmetric Catalysis2019

    • Author(s)
      Suginome, M.
    • Organizer
      the 20th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis (IUPAC OMCOS-20), Heidelberg, Germany
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Catalysis with Chirality-Amplifiable Dynamic Helical Macromolecular Catalysts2019

    • Author(s)
      Suginome, M.
    • Organizer
      Chirality 2019, Bordeaux, France
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Catalytic Asymmetric Reactions in Chiral Solvents2019

    • Author(s)
      Suginome, M.
    • Organizer
      Markovnikov Congress on Organic Chemistry, Kazan, Russia
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Catalytic Chirality Transfer through Single-Handed, Helically Dynamic Macromolecules PQX2019

    • Author(s)
      Suginome, M.
    • Organizer
      2019 United States-Japan Polymer Symposium, Stanford, USA
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Modular Helical Macromolecules as Chirality-Switchable/Amplifiable Chiral Catalysts for Asymmetric Catalysis2019

    • Author(s)
      Suginome, M.
    • Organizer
      the 19th Bristol Synthesis Meeting, Bristol, UK
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chirality-Switchable Functions of Helical Macromolecules PQX2019

    • Author(s)
      Michinori Suginome
    • Organizer
      the 1st International Conference on Polymeric and Organic Materials, Yonezawa, Japan
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Directed Catalytic C-H Activation Using Boronyl-Based Directing Groups2018

    • Author(s)
      Michinori Suginome
    • Organizer
      Boron in the Americas (BORAM-XVI), Boston, USA
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chirality-Switchable Macromolecular Catalysts for Asymmetric Synthesis2018

    • Author(s)
      Michinori Suginome
    • Organizer
      Molecular Chirality Asia, Harbin, China
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Catalytic Chirality Transfer through Single-Handed Helical Macromolecules2018

    • Author(s)
      Michinori Suginome
    • Organizer
      Gordon Research Conference (Stereochemistry), Newport, USA
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Catalysis in Chiral Solvent2018

    • Author(s)
      Michinori Suginome
    • Organizer
      10th Asian-European Symposium on Metal-Mediated Efficient Organic Synthesis, Hsinchu, Taiwan
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Boryl-Directed Catalytic Borylation of Aromatic and Aliphatic C-H Bonds2018

    • Author(s)
      Michinori Suginome
    • Organizer
      The 13th International Symposium on Organic Reactions (ISOR-13), Hsinchu, Taiwan
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Dynamic Helical Macromolecules for Catalytic Transfer, Amplification, and Up-conversion of Molecular Chirality in Asymmetric Synthesis2018

    • Author(s)
      Michinori Suginome
    • Organizer
      Solvay Workshop on Chiral Symmetry Breaking at Molecular Level, Brussels, Belgium
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] New Facets of Asymmetric Catalysis with Helical Macromolecular Catalysts Featuring Dynamic Chirality2018

    • Author(s)
      Suginome, M.
    • Organizer
      ACS National Meeting & Exposition (Herbert C. Brown Award for Creative Research in Synthetic Methods: Symposium in Honor of Gregory C. Fu)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chirality Transfer through Dynamic Helical Macromolecules2018

    • Author(s)
      Suginome, M.
    • Organizer
      CEMS International Symposium on Supramolecular Chemistry and Functional Materials 2018 (CEMSupra2018)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chiral Macromolecular Catalysts Enabling Switch, Transfer, and Amplification of Chirality2017

    • Author(s)
      Suginome, M.
    • Organizer
      3rd International Conference on Molecular & Functional Catalysis (ICMFC2017)
    • Place of Presentation
      Singapore
    • Year and Date
      2017-02-27
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Catalysis with Chirality-Switchable Helical Macromolecules2017

    • Author(s)
      Suginome, M.
    • Organizer
      Toyota Riken International Workshop on Chirality in Soft Matter
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Selective Organic Synthesis via Transition-metal-catalyzed C-H Activation2017

    • Author(s)
      Suginome, M.
    • Organizer
      Singapore Japan Germany Trilateral Symposium on Precision Synthesis and Catalysis
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Catalysis with Switch, Amplification, and Transfer of Chirality Using Helical Macromolecular Catalysts2017

    • Author(s)
      Suginome, M.
    • Organizer
      GDR Chirafun―Chirality, Chemistry and Supuramolecular Catalysis
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Switch, Amplification, and Transfer of Chirality in Asymmetric Catalysis Using Helical Macromolecular Catalysts2017

    • Author(s)
      Suginome, M.
    • Organizer
      International Symposium on Catalysis for Sustainable Chemical Synthesis
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Directed C-H Functionalization of Organoboronic Acids Using Temporary Modifiers Attached onto the Boron Atom2017

    • Author(s)
      Suginome, M.
    • Organizer
      16th International Meeting on Boron Chemistry (IMEBORON XVI)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Triarylphosphines Attached to Chirality-Switchable Helical Macromolecules as Chiral Ligands in Asymmetric Catalysis2017

    • Author(s)
      Suginome, M.
    • Organizer
      The 12th International Conference on Heteroatom Chemistry (ICHAC-12)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高分子らせんキラリティを不斉源とするキラル求核触媒2016

    • Author(s)
      杉野目道紀
    • Organizer
      第9回有機触媒シンポジウム(日本学術振興会)
    • Place of Presentation
      名古屋
    • Year and Date
      2016-12-01
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Polymer-Based, Dynamic Chiral Catalysts for Asymmetric Synthesis2016

    • Author(s)
      杉野目道紀
    • Organizer
      大塚有機合成シンポジウム2016
    • Place of Presentation
      徳島
    • Year and Date
      2016-10-25
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] 動的かつ剛直ならせん高分子をプラットフォームとするキラル触媒創製2016

    • Author(s)
      杉野目道紀
    • Organizer
      第33回有機合成化学セミナー(有機合成化学協会)
    • Place of Presentation
      ニセコ
    • Year and Date
      2016-09-06
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Polymer-Based, Dynamic Chiral Catalysts for Asymmetric Synthesis2016

    • Author(s)
      Suginome, M.
    • Organizer
      The 3rd International Conference on Organometallics and Catalysis (OM&Cat 2016)
    • Place of Presentation
      Seoul, Korea
    • Year and Date
      2016-08-28
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chirality-Switchable Macromolecular Platform for New Chiral Functions2016

    • Author(s)
      Suginome, M.
    • Organizer
      Telluride Conference (Molecular Motors, Rotors, and Switches)
    • Place of Presentation
      Telluride, Colorado, USA
    • Year and Date
      2016-07-17
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Poly(quinoxaline-2,3-diyl): A Single-Handed Helical Polymer Platform for Creating New Chiral Functions2016

    • Author(s)
      Suginome, M.
    • Organizer
      2016 Japan-USA Seminar on Polymer Synthesis--Polymer Synthesis for a Sustainable Future--
    • Place of Presentation
      Niseko, Japan
    • Year and Date
      2016-06-23
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Chirality-Switchable Catalysts in Asymmetric Synthesis2016

    • Author(s)
      Suginome, M.
    • Organizer
      51st EUCHEM Conference on Stereochemistry (Burgenstock Conference)
    • Place of Presentation
      Brunnen, Switzerland
    • Year and Date
      2016-05-01
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Catalysis with Single-Handed Helical Polymer PQX2016

    • Author(s)
      Suginome, M.
    • Organizer
      The 12th International Symposium on Organic Reactions (ISOR-12)
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2016-04-22
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] キラリティのスイッチングと増幅を特徴とする次世代キラル触媒システム2016

    • Author(s)
      杉野目道紀
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] Preparation and Selective Reflection Properties of Cholesteric Liquid Crystals Containing Helical Poly(quinoxaline-2,3-diyl)s as Chiral Dopants2016

    • Author(s)
      NAGATA, Yuuya; ○UNO, Makoto; SUGINOME, Michinor
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] ボロン酸ペンダントを有するポリキノキサリンのキラルゲストによるらせん不斉誘起を利用した触媒的不斉合成2016

    • Author(s)
      ○小松 聡子・村上 遼・山本 武司・杉野目 道紀
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Synthesis and Screw-sense Induction of Poly(quinoxaline-2,3-diyl)s Bearing Chiral Ester Side Chains2016

    • Author(s)
      ○NAGATA, Yuuya; KE, Yuanzhen; SUGINOME, Michinori
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] ビピリジン配位部位を有するキラルらせんポリ(キノキサリン-2,3-ジイル)の合成と銅触媒による不斉合成反応への応用2016

    • Author(s)
      ○良永裕佳子・山本武司・杉野目道紀
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Highly Enantioselective Steglich Rearrangement with Poly(quinoxaline-2,3-diyl)-based Helically Chiral DMAP Derivatives2016

    • Author(s)
      ○MURAKAMI, Ryo; YAMAMOTO, Takeshi; SUGINOME, Michinori
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] キラルらせん高分子配位子を用いたニッケル触媒トリイン環化異性化によるヘリセン類の不斉合成2016

    • Author(s)
      山本武司○沖塚真珠美・足立拓海・Jancarik Andrej・Stary Ivo・Stara Irena G.・杉野目道紀
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Asymmetric Synthesis with Chirality-Switchable Helical Macromolecular Catalysts2016

    • Author(s)
      Michinori Suginome
    • Organizer
      NYUAD International Chemistry Conference on Organic and Bioorganic Chemistry
    • Place of Presentation
      Abu Dhabi, UAE
    • Year and Date
      2016-02-16
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Polymer-Based, Dynamic Chiral Catalysts for Asymmetric Synthesis2016

    • Author(s)
      Suginome, M.
    • Organizer
      2016 LMRF Symposium on Frontiers in Asymmetric Catalysis, Institute of Chemistry
    • Place of Presentation
      Beijing, China
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] らせん高分子PQXの精密構造制御とキラル機能2016

    • Author(s)
      杉野目道紀
    • Organizer
      高分子学会講演会
    • Place of Presentation
      東京
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] 何がいいの?キラルらせん高分子配位子2016

    • Author(s)
      杉野目道紀
    • Organizer
      第44回オルガノメタリックセミナー(触媒学会有機金属研究会)
    • Place of Presentation
      京都
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] 動的らせん構造を有するキラル高分子触媒を用いた不斉反応2016

    • Author(s)
      杉野目道紀
    • Organizer
      ファインケミカルズ研究会第95回例会
    • Place of Presentation
      大阪
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Helical-Polymer-Based, Modular, Chirality-Switchable Chiral Catalysts for Highly Enantioselective Asymmetric Reactions2015

    • Author(s)
      Michinori Suginome
    • Organizer
      Symposium on Asymmetric Supramolecular Catalysis, Pacifichem 2015
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2015-12-19
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Masked Boronyl Groups as a Convertible Directing Group2015

    • Author(s)
      Michinori Suginome
    • Organizer
      Symposium on Organoboron Chemistry, Pacifichem 2015
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2015-12-16
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Majority-Rules-Type Helical Poly(quinoxaline-2,3-diyl)s as Efficient Chiral Amplification Systems for Asymmetric Catalysis2015

    • Author(s)
      ◯Yuan-Zhen Ke, Yuuya Nagata, Tetsuya Yamada, Michinori Suginome
    • Organizer
      ◯Yuan-Zhen Ke, Yuuya Nagata, Tetsuya Yamada, Michinori Suginome
    • Place of Presentation
      京都リーガロイヤルホテル
    • Year and Date
      2015-11-12
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Asymmetric Steglich Rearrangement with Poly(quinoxaline-2,3-diyl)-based Helically Chiral DMAP Derivatives2015

    • Author(s)
      ◯Ryo Murakami, Takeshi Yamamoto, Michinori Suginome
    • Organizer
      The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
    • Place of Presentation
      京都リーガロイヤルホテル
    • Year and Date
      2015-11-11
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Poly(quinoxaline-2,3-diyl)s bearing boronyl pendants: synthesis and helical chirality induction with chiral guests2015

    • Author(s)
      ○Satoko Komatsu, Ryo Murakami, Takeshi Yamamoto, Michinori Suginome
    • Organizer
      16th Tetrahedron Symposium Asia Edition
    • Place of Presentation
      Shanghai, China
    • Year and Date
      2015-11-11
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Post-polymerization functionalization of poly(quinoxaline-2,3-diyl)s for the facile synthesis of helically chiral polymer ligands2015

    • Author(s)
      ◯Yukako Yoshinaga, Yuto Akai, Takeshi Yamamoto, Michinori Suginome
    • Organizer
      16th Tetrahedron Symposium Asia Edition
    • Place of Presentation
      Shanghai, China
    • Year and Date
      2015-11-11
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 高分子化学と精密有機合成の共鳴がもたらす新しい分子機能2015

    • Author(s)
      杉野目道紀
    • Organizer
      第46回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      三重大学
    • Year and Date
      2015-11-08
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] New Functions of Single-Handed, Chirality-Switchable Helical Macromolecules PQX2015

    • Author(s)
      Michinori Suginome
    • Organizer
      KIPS International Symposium
    • Place of Presentation
      Kyoto University
    • Year and Date
      2015-10-27
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] らせんが拓く次世代触媒的不斉合成2015

    • Author(s)
      杉野目道紀
    • Organizer
      有機合成化学協会関西支部 有機合成夏期セミナー
    • Place of Presentation
      大阪科学技術センター
    • Year and Date
      2015-09-02
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Remarks] 高分子のらせん構造を自在にあやつる -溶媒が支配する右巻き/左巻き構造形成の仕組みを解明-

    • URL

      http://www.kyoto-u.ac.jp/ja/research/research_results/2017/180215_1.html

    • Related Report
      2017 Annual Research Report

URL: 

Published: 2015-07-02   Modified: 2022-11-04  

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