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Ligand Design for Catalytic Asymmetric C-H Bond Functinalization

Research Project

Project/Area Number 18H03906
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Review Section Medium-sized Section 33:Organic chemistry and related fields
Research InstitutionHokkaido University

Principal Investigator

Sawamura Masaya  北海道大学, 理学研究院, 教授 (40202105)

Project Period (FY) 2018-04-01 – 2022-03-31
Project Status Completed (Fiscal Year 2021)
Budget Amount *help
¥43,810,000 (Direct Cost: ¥33,700,000、Indirect Cost: ¥10,110,000)
Fiscal Year 2021: ¥10,660,000 (Direct Cost: ¥8,200,000、Indirect Cost: ¥2,460,000)
Fiscal Year 2020: ¥10,660,000 (Direct Cost: ¥8,200,000、Indirect Cost: ¥2,460,000)
Fiscal Year 2019: ¥10,660,000 (Direct Cost: ¥8,200,000、Indirect Cost: ¥2,460,000)
Fiscal Year 2018: ¥11,830,000 (Direct Cost: ¥9,100,000、Indirect Cost: ¥2,730,000)
Keywords不斉合成 / C-H活性化 / 非古典的水素結合 / ロンドン分散力 / 銅触媒 / アリル化 / ホスフィン配位子 / 不斉触媒 / ホスフィン / C-H官能基化 / ホウ素化 / 触媒 / 有機合成 / 量子化学計算 / 配位子 / NHC配位子 / ナノ材料 / 触媒・化学プロセス / C-H結合活性化 / β-ラクタム / アルキルボロン
Outline of Final Research Achievements

<1. Application of prolinol-phosphine ligands> We developed new reactions and ligands focusing on non-classical hydrogen bonding with sp3-C-H bonds. Furtheremore, copper-catalyzed asymmetric Kinugasa reaction and silver-catalyzed isocyanoacetate asymmetric Aldol reactions were developed. We also clarified the importance of sp3-C-H/π interaction in the study of Ir-catalyzed hydrogen transfer asymmetric reduction of ketones.
<2. Application of phenol-carbene ligands> We developed a copper-catalyzed reaction between organic boron and silicon compounds. These studies led to the discovery of a visible light-driven copper-catalyzed asymmetric allyl-position acylation reaction.
<3. Pd-catalyzed asymmetric allylation of alkylazaarene> Highly enantioelectivities have been achieved with a cleft-type monodentate diamidophosphite ligand.

Academic Significance and Societal Importance of the Research Achievements

本研究は酸性度の異なるsp-C-H、sp2-C-H、sp3-C-Hを対象とした総合的な取り組みにおいて、触媒と反応基質の間に働く非共有結合性相互作用の重要性に光を当てることで、化学反応の原理を深く理解することに貢献した。不斉配位子・触媒の設計によって立体選択性を追求しつつ、反応機構を実験と理論化学の組み合わせで検証することによって、触媒設計・反応設計の発展に大きく貢献した。非極性のsp3-C-Hがsp3-C-H/O水素結合やロンドン分散力を通じて化学反応の促進や制御に大きく関わり、従来の立体障害の概念とは真逆の効果を誘起しうることを示したことの意義は特に顕著である。

Report

(4 results)
  • 2021 Final Research Report ( PDF )
  • 2020 Annual Research Report
  • 2019 Annual Research Report
  • 2018 Annual Research Report
  • Research Products

    (87 results)

All 2021 2020 2019 2018 Other

All Int'l Joint Research (2 results) Journal Article (21 results) (of which Int'l Joint Research: 5 results,  Peer Reviewed: 21 results,  Open Access: 4 results) Presentation (57 results) (of which Int'l Joint Research: 26 results,  Invited: 26 results) Remarks (5 results) Patent(Industrial Property Rights) (2 results)

  • [Int'l Joint Research] Ubon Ratchathani University(タイ)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Ubon Ratchathani University(タイ)

    • Related Report
      2019 Annual Research Report
  • [Journal Article] Phosphinylation of Non‐activated Aryl Fluorides through Nucleophilic Aromatic Substitution at the Boundary of Concerted and Stepwise Mechanisms2021

    • Author(s)
      You Zhensheng、Higashida Kosuke、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 60 Issue: 11 Pages: 5778-5782

    • DOI

      10.1002/anie.202013544

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Use of Imidazo[1,5‐ a ]pyridin‐3‐ylidene as a Platform for Metal‐Imidazole Cooperative Catalysis: Silver‐Catalyzed Cyclization of Alkyne‐Tethered Carboxylic Acids2021

    • Author(s)
      Rawat Vishal Kumar、Higashida Kosuke、Sawamura Masaya
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 363 Issue: 6 Pages: 1631-1637

    • DOI

      10.1002/adsc.202001515

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Enantioselective Conjugate Reduction of α,β-Unsaturated Esters with Phenol-Carbene Chiral Ligand2020

    • Author(s)
      Mimura Shohei、Mizushima Sho、Shimizu Yohei、Sawamura Masaya
    • Journal Title

      Beilstein Journal of Organic Chemistry

      Volume: 16 Pages: 537-543

    • DOI

      10.3762/bjoc.16.50

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Polystyrene‐Supported PPh3 in Macroporous Monolith: Effect of Cross‐Linking Degree on Coordination Mode and Catalytic Activity in Pd‐Catalyzed C‐C Cross‐Coupling of Aryl Chlorides2020

    • Author(s)
      Matsumoto Hikaru、Hoshino Yu、Iwai Tomohiro、Sawamura Masaya、miura yoshiko
    • Journal Title

      ChemCatChem

      Volume: 12 Issue: 16 Pages: 4034-4037

    • DOI

      10.1002/cctc.202000651

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Ir-Catalyzed Reversible Acceptorless Dehydrogenation/Hydrogenation of N-Substituted and Unsubstituted Heterocycles Enabled by a Polymer-Cross-Linking Bisphosphine2020

    • Author(s)
      Zhang Deliang、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Organic Letters

      Volume: 22 Issue: 13 Pages: 5240-5245

    • DOI

      10.1021/acs.orglett.0c01905

    • NAID

      120007053061

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iridium‐Catalyzed Enantioselective Transfer Hydrogenation of Ketones Controlled by Alcohol Hydrogen‐Bonding and sp 3 ‐C?H Noncovalent Interactions2020

    • Author(s)
      Murayama Hiroaki、Heike Yoshito、Higashida Kosuke、Shimizu Yohei、Yodsin Nuttapon、Wongnongwa Yutthana、Jungsuttiwong Siriporn、Mori Seiji、Sawamura Masaya
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 362 Issue: 21 Pages: 4655-4661

    • DOI

      10.1002/adsc.202000615

    • NAID

      120007168181

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Polystyrene-Cross-Linking Triphenylphosphine on a Porous Monolith: Enhanced Catalytic Activity for Aryl Chloride Cross-Coupling in Biphasic Flow2020

    • Author(s)
      Matsumoto Hikaru、Hoshino Yu、Iwai Tomohiro、Sawamura Masaya、Miura Yoshiko
    • Journal Title

      Industrial & Engineering Chemistry Research

      Volume: 59 Issue: 34 Pages: 15179-15187

    • DOI

      10.1021/acs.iecr.0c02404

    • NAID

      120007126251

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Asymmetric Remote C-H Borylation of Aliphatic Amides and Esters with a Modular Iridium Catalyst2020

    • Author(s)
      Reyes, R. L., Sato, M. Iwai, T., Suzuki, K., Maeda, S., and Sawamura, M.
    • Journal Title

      Science

      Volume: 369 Issue: 6506 Pages: 970-974

    • DOI

      10.1126/science.abc8320

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Dumbbell‐Shaped 2,2’‐Bipyridines: Controlled Metal Monochelation and Application to Ni‐Catalyzed Cross‐Couplings2020

    • Author(s)
      Kim Yongjoon、Iwai Tomohiro、Fujii Sho、Ueno Kosei、Sawamura Masaya
    • Journal Title

      Chemistry ? A European Journal

      Volume: 27 Issue: 7 Pages: 2289-2293

    • DOI

      10.1002/chem.202004053

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Asymmetric Synthesis of a-Aminoboronates via Rhodium-Catalyzed Enantioselective C(sp3)-H Borylation2020

    • Author(s)
      Reyes, R. L., Sato, M., Iwai, T., and Sawamura, M.
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Issue: 1 Pages: 589-597

    • DOI

      10.1021/jacs.9b12013

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] A Polystyrene‐Cross‐Linking Tricyclohexylphosphine: Synthesis, Characterization and Applications to Pd‐Catalyzed Cross‐Coupling Reactions of Aryl Chlorides2019

    • Author(s)
      Arashima Junya、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Chemistry - An Asian Journal

      Volume: 14 Issue: 3 Pages: 411-415

    • DOI

      10.1002/asia.201801651

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of α-Alkylidene-β-Lactams through Copper Catalysis with a Prolinol-Phosphine Chiral Ligand2019

    • Author(s)
      Imai Koji、Takayama Yurie、Murayama Hiroaki、Ohmiya Hirohisa、Shimizu Yohei、Sawamura Masaya
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 6 Pages: 1717-1721

    • DOI

      10.1021/acs.orglett.9b00276

    • Related Report
      2019 Annual Research Report 2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Heterogeneous Nickel‐Catalyzed Cross‐Coupling between Aryl Chlorides and Alkyllithiums Using a Polystyrene‐Cross‐Linking Bisphosphine Ligand2019

    • Author(s)
      Yamazaki Yuki、Arima Nozomi、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 361 Issue: 10 Pages: 2250-2254

    • DOI

      10.1002/adsc.201801713

    • NAID

      120006798317

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nickel‐Copper‐Catalyzed Hydroacylation of Vinylarenes with Acyl Fluorides and Hydrosilanes2019

    • Author(s)
      Ueda Yusuke、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Chemistry - A European Journal

      Volume: 25 Issue: 40 Pages: 9410-9414

    • DOI

      10.1002/chem.201900822

    • NAID

      120006844535

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds2019

    • Author(s)
      Reyes Ronald L.、Iwai Tomohiro、Maeda Satoshi、Sawamura Masaya
    • Journal Title

      Journal of the American Chemical Society

      Volume: 141 Issue: 17 Pages: 6817-6821

    • DOI

      10.1021/jacs.9b01952

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines2019

    • Author(s)
      Nishizawa Akihiro、Takahira Tsuyoshi、Yasui Kosuke、Fujimoto Hayato、Iwai Tomohiro、Sawamura Masaya、Chatani Naoto、Tobisu Mamoru
    • Journal Title

      Journal of the American Chemical Society

      Volume: 141 Issue: 18 Pages: 7261-7265

    • DOI

      10.1021/jacs.9b02751

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor2019

    • Author(s)
      Zhang Deliang、Iwai Tomohiro、Sawamura Masaya
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 15 Pages: 5867-5872

    • DOI

      10.1021/acs.orglett.9b01989

    • NAID

      120006869882

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Boron-Catalyzed α-Amination of Carboxylic Acids2019

    • Author(s)
      Morisawa Takuto、Sawamura Masaya、Shimizu Yohei
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 18 Pages: 7466-7469

    • DOI

      10.1021/acs.orglett.9b02769

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Enantioselective Coupling between Allylboronates and Phosphates with a Phenol-Carbene Chiral Ligand: Asymmetric Synthesis of Chiral Branched 1,5-Dienes2018

    • Author(s)
      Yasuda, Y.; Ohmiya, H.; Sawamura, M.
    • Journal Title

      Synthesis

      Volume: 印刷中 Issue: 11 Pages: 2235-2246

    • DOI

      10.1055/s-0036-1591548

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantiocontrol by assembled attractive interactions in copper-catalyzed asymmetric direct alkynylation of α-ketoesters with terminal alkynes: OH-O/sp3-CH-O two-point hydrogen bonding combined with dispersive attractions2018

    • Author(s)
      Schwarzer Martin C.、Fujioka Akane、Ishii Takaoki、Ohmiya Hirohisa、Mori Seiji、Sawamura Masaya
    • Journal Title

      Chemical Science

      Volume: 9 Issue: 14 Pages: 3484-3493

    • DOI

      10.1039/c8sc00527c

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Palladium-Catalyzed Asymmetric C(sp3)-H Allylation of 2-Alkylpyridines2018

    • Author(s)
      Murakami Ryo、Sano Kentaro、Iwai Tomohiro、Taniguchi Tohru、Monde Kenji、Sawamura Masaya
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 57 Issue: 30 Pages: 9465-9469

    • DOI

      10.1002/anie.201802821

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Presentation] キラルプロリノール-ホスフィン-銀触媒を用いたイソシアノ酢酸アミドの不斉アルドール反応2021

    • Author(s)
      酒井聡史・今井 洸児・藤岡 茜・東田皓介・清水 洋平・澤村 正也
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Boron-catalyzed α-Allylation of Carboxylic Acids Driven by Photoirradiation2021

    • Author(s)
      Sun Kai, Masato Ueno, Yohei Shimizu, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] ホウ素触媒を用いた可視光駆動型カルボン酸α位アミノ化反応2021

    • Author(s)
      森沢卓斗・清水洋平・澤村正也
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Defluorophosphinylative Synthesis of Aryl Phosphorus Compounds2021

    • Author(s)
      Zhensheng You, Kosuke Higashida,,Tomohiro Iwai, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Photoinduced Copper-Catalyzed Asymmetric Allylic Acylation2021

    • Author(s)
      Yusuke Ueda, Tomohiro Iwai, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Cyclization of Alkyne-Tethered Carboxylic Acid with Silver Complexes Bearing Imidazo[1,5-a]pyridine-3-ylidene Ligand as an Acid-Base Cooperative Catalyst2021

    • Author(s)
      Vishal Kumar Rawat, Kosuke Higashida, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Dumbbell-Shaped 2,2’-Bipyridines: Controlled Metal Monochelation and Application to Ni-catalyzed Cross-Couplings2021

    • Author(s)
      Yongjoon Kim, Tomohiro Iwai, Sho Fujii, Kosei Ueno, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Asymmetric Remote C-H Bond Borylation with a Modular Iridium Catalyst2021

    • Author(s)
      Ronald L. Reyes, Miyu Sato, Tomohiro Iwai, Kimichi Suzuki, Satoshi Maeda, Masaya Sawamura
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 光駆動銅触媒不斉アリル位アシル化反応の開発2020

    • Author(s)
      上田悠介・ 岩井智弘・ 澤村正也
    • Organizer
      第32回 万有札幌シンポジウム
    • Related Report
      2020 Annual Research Report
  • [Presentation] 果てしない配位子づくりの面白さ2020

    • Author(s)
      澤村正也
    • Organizer
      金沢大学先駆けプロジェクト2020セミナー/第2回大宮研究室ー武田薬品バーチャルシンポジウム
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] ホスフィンリガンドを固定した多孔質モノリスによる精密フロー合成2020

    • Author(s)
      松本光・星野友・三浦佳子・岩井智弘・澤村正也
    • Organizer
      化学工学会第85年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] ホウ素触媒を用いるカルボン酸α位アミノ化反応の開発2020

    • Author(s)
      森沢 卓斗・清水 洋平・澤村 正也
    • Organizer
      日本化学会 第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] キラルプロリノール-ホスフィン-銀触媒を用いたイソシアノ酢酸アミドの不斉アルドール反応2020

    • Author(s)
      今井 洸児・藤岡 茜・清水 洋平・澤村 正也
    • Organizer
      日本化学会 第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Copper-Catalyzed Allylic Acylation with Acyl Silanes under Photoirradiation2020

    • Author(s)
      Yusuke Ueda,Tomohiro Iwai, Masaya Sawamura
    • Organizer
      日本化学会 第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Catalytic Hydrogenation and Dehydrogenation of Heterocyclic Compounds Based on C(sp3)-H Activation2020

    • Author(s)
      Deliang Zhang,Tomohiro Iwai, Masaya Sawamura
    • Organizer
      日本化学会 第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Asymmetric Synthesis of α-Aminoboronates via Rhodium-Catalyzed Enantioselective C(sp3)-H Borylation2020

    • Author(s)
      Ronald L. Reyes, Miyu Sato, Tomohiro Iwai, Masaya Sawamura
    • Organizer
      日本化学会 第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] ホウ素触媒によるカルボン酸α位アミノ化反応の開発2020

    • Author(s)
      清水 洋平・森沢 卓斗・澤村 正也
    • Organizer
      日本薬学会第140年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] ポリスチレン架橋ホスフィン配位子を用いた触媒開発の展開2019

    • Author(s)
      澤村正也
    • Organizer
      新学術領域研究「精密制御反応場」第7回公開シンポジウム
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Ligand-Enabled Selective Borylation of C-H and C(sp3)-H Bonds2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 27th French-Japanese Symposium on Medicinal and Fine Chemistry
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Catalytic Enantioselective Borylation of Methylene C-H Bonds2019

    • Author(s)
      Ronald Reyes, Tomohiro Iwai, Satoshi Maeda, Masaya Sawamura
    • Organizer
      第29回 万有福岡シンポジウム
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Methylene C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 47th Naito Conference on "C-H Activation and Transformation"
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor2019

    • Author(s)
      Deliang Zhang, Tomohiro Iwai, Masaya Sawamura
    • Organizer
      第31回 万有札幌シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] Nickel-Copper-Catalyzed Hydroacylation of Vinylarenes with Acyl Fluorides and Hydrosilanes2019

    • Author(s)
      Yusuke Ueda, Tomohiro Iwai, Masaya Sawamura
    • Organizer
      20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Asymmetric Synthesis of α-Aminoalkylboronates through Rh-Catalyzed Enantioselective C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura, Ronald Reyes, Tomohiro Iwai, Satoshi Maeda
    • Organizer
      20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Application of Macroporous Polystyrene-Triphenylphosphine Monolith to Palladium-Catalyzed Cross-Coupling Reaction in Flow System2019

    • Author(s)
      Hikaru Matsumoto, Yu Hoshino, Tomohiro Iwai, Masaya Sawamura, Yoshiko Miura
    • Organizer
      The 4th International Symposium on Process Chemistry 2019 (ISPC2019)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Catalytic Enantioselective C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      7th Latin American Symposium on Coordination and Organometallic Chemistry
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Noncovalent Interactions in Ir-Catalyzed Enantioselective C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      1st International Conferences on Noncovalent Interactions (ICNI-2019)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] ホウ素触媒と可視光が駆動するカルボン酸α位アリル化反応2019

    • Author(s)
      清水洋平・上野雅人・澤村正也
    • Organizer
      第66回有機金属化学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] キラルプロリノール-ホスフィン-銅触媒によるα-アルキリデン-β-ラクタムの不斉合成2019

    • Author(s)
      今井洸児・高山ゆりえ・村山大明・大宮寛久・清水洋平・澤村正也
    • Organizer
      第66回有機金属化学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 1,4-ジオキサンを水素源とするイリジウム触媒水素移動型還元反応2019

    • Author(s)
      岩井智弘・張徳良・澤村正也
    • Organizer
      第66回有機金属化学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Transition-metal catalysis in continuous-flow system using biphasic solvent: Macroporous polystyrene supporting palladium-phosphine complex2019

    • Author(s)
      Hikaru Matsumoto, Yu Hoshino, Tomohiro Iwai, Masaya Sawamura, Yoshiko Miura
    • Organizer
      18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Catalytic Enantioselective C(sp3)-H Borylation: Mechanism and Applications2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 9th Junior International Conference on Cutting-Edge Organic Chemistry in Asia (Junior ICCEOCA-9)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Polystyrene-Cross-Linking Phosphines for Organometallic Catalysis2019

    • Author(s)
      Tomohiro Iwai, Masaya Sawamura
    • Organizer
      The 14th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-14)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Boron Catalyst and Visible Light-Driven α-Allylation of Carboxylic Acids2019

    • Author(s)
      Yohei Shimizu, Masato Ueno, Masaya Sawamura
    • Organizer
      The 14th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-14)
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] ヒドロシランおよびフッ化アシルを用いたビニルアレーンのニッケル/銅協働触媒ヒドロアシル化反応2019

    • Author(s)
      上田悠介・岩井智弘・澤村正也
    • Organizer
      第23回ケイ素化学協会シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] Ligand-Enabled Selective Borylation of C(sp2)-;H and C(sp3)-H Bonds2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      NOST Organic Chemistry & Biomolecular Chemistry Conference
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Rhodium-Catalyzed Asymmetric Borylation of N-adjacent C(sp3)-H Bonds2019

    • Author(s)
      Ronald L. Reyes, Miyu Sato, Tomohiro Iwai, Masaya Sawamura
    • Organizer
      The 2nd ICReDD International Symposium
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Boron Catalyst and Visible Light-Driven α-Allylation of Carboxylic Acids2019

    • Author(s)
      Yohei Shimizu, Masato Ueno, Masaya Sawamura
    • Organizer
      The 2nd ICReDD International Symposium
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] atalytic Enantioselective C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 2nd ICReDD International Symposium
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Asymmetric Synthesis of α-Aminoboronates via Rhodium-Catalyzed Enantioselective C(sp3)-H Borylation2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 2nd Japan Germany Singapore Trilateral Symposium on Precision Synthesis and Catalysis
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Acceptorless Dehydrogenation of N-Heterocycles with a Polystyrene-Cross-Linking Bisphosphine-Ir Catalyst2019

    • Author(s)
      Deliang Zhang・Tomohiro Iwai・Masaya Sawamura
    • Organizer
      第4回精密制御反応場国際シンポジウム
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor2019

    • Author(s)
      Deliang Zhang・Tomohiro Iwai・Masaya Sawamura
    • Organizer
      第4回精密制御反応場国際シンポジウム
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Experimantal and Computational Approach to Innovatve Asymmetric C-H Functionalization2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      MANA Seminar
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] 配位子設計のおもしろさ2019

    • Author(s)
      澤村正也
    • Organizer
      日本薬学会東海支部特別講演会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Borylation of Unactivated C(sp3)-H Bond2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      The Hokkaido University & Peking University Joint Symposium
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 炭素ー炭素結合形成不斉銅触媒反応の開発2019

    • Author(s)
      澤村正也
    • Organizer
      2019年度有機合成化学協会総会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Non-covalent Interactions in Our Studies on Asymmetric Transition Metal Catalysis2019

    • Author(s)
      Masaya Sawamura
    • Organizer
      3rd Workshop of SPP 1807: Central of London dispersion interactions in molecular chemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 固定化ホスフィンと遷移金属による触媒デザイン2018

    • Author(s)
      澤村正也
    • Organizer
      第7回JACI/GSCシンポジウム
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Catalytic Asymmetric Borylation of Unactivated Methylene C-H Bonds2018

    • Author(s)
      Ronald L. Reyes, Tomohiro Iwai, and Masaya Sawamura
    • Organizer
      The 28th International Conference on Organometallic Chemistry (ICOMC2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Iridium-Catalyzed Asymmetric Borylation of Methylene C-H Bonds2018

    • Author(s)
      Ronald L. Reyes, Tomohiro Iwai, Satoshi Maeda, and Masaya Sawamura
    • Organizer
      The 4th International Symposium on C-H Activation (ISCHA4)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 高分子ゲルによる触媒デザイン2018

    • Author(s)
      澤村正也
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] C-H不斉変換触媒の開発2018

    • Author(s)
      澤村正也
    • Organizer
      第122回触媒討論会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 触媒のチカラを引き出す配位子設計と反応開発2018

    • Author(s)
      澤村正也
    • Organizer
      第8回CSJ化学フェスタ2018
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Catalytic Enantioselective Borylation of Unactivated Methylene C-H Bonds2018

    • Author(s)
      Masaya Sawamura
    • Organizer
      The Junior International Conference on Cutting-Edge Organic Chemistry in Asia
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 不斉触媒反応と非共有結合相互作用2018

    • Author(s)
      澤村正也
    • Organizer
      大塚創薬化学シンポジウム
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Catalytic Asymmetric Borylation of Unactivated Methylene C-H Bonds2018

    • Author(s)
      Masaya Sawamura
    • Organizer
      第6回日英触媒的不斉合成シンポジウム
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Iridium-Catalyzed Enantioselective Borylation of Methylene C-H Bonds Enablebled by Chiral Monophosphite Ligands2018

    • Author(s)
      Masaya Sawamura
    • Organizer
      International Conference on Phosphorus, Boron and Silicon (PBSi 2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Remarks] 北海道大学大学院理学研究院化学部門 有機金属化学研究室 ホームページ

    • URL

      https://wwwchem.sci.hokudai.ac.jp/~orgmet/index.php?id=1

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
  • [Remarks] Organometallic Chemistry Lab.

    • URL

      https://wwwchem.sci.hokudai.ac.jp/~orgmet/index.php?id=25

    • Related Report
      2020 Annual Research Report
  • [Remarks] Hokkaido Univ., Organometallic Chemistry Lab.

    • URL

      https://wwwchem.sci.hokudai.ac.jp/~orgmet/index.php?id=25

    • Related Report
      2019 Annual Research Report
  • [Remarks] 北海道大学大学院理学研究院化学部門 有機金属化学研究室 ホームページ

    • URL

      https://wwwchem.sci.hokudai.ac.jp/~orgmet/

    • Related Report
      2018 Annual Research Report
  • [Remarks] Organometallic Chemistry Lab. Home Page

    • URL

      https://wwwchem.sci.hokudai.ac.jp/~orgmet/index.php?id=25

    • Related Report
      2018 Annual Research Report
  • [Patent(Industrial Property Rights)] 単座配位尿素化合物を含む配位子とそれを含むホウ素化触媒2020

    • Inventor(s)
      澤村正也、ロナルド・ラゾ・レイス、岩井智弘、前田理
    • Industrial Property Rights Holder
      澤村正也、ロナルド・ラゾ・レイス、岩井智弘、前田理
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2020-133238
    • Filing Date
      2020
    • Related Report
      2020 Annual Research Report
  • [Patent(Industrial Property Rights)] ビピリジン骨格を有する配位子、それを含む錯体及びそれを含む触媒2020

    • Inventor(s)
      澤村まさや、岩井智弘、金容俊
    • Industrial Property Rights Holder
      澤村まさや、岩井智弘、金容俊
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2020-182709
    • Filing Date
      2020
    • Related Report
      2020 Annual Research Report

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Published: 2018-04-23   Modified: 2023-12-25  

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