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Development of Nanocluster Catalysts Utilizing Coordination Ability of Support

Research Project

Project/Area Number 18K14208
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 33020:Synthetic organic chemistry-related
Research InstitutionThe University of Tokyo

Principal Investigator

Yasukawa Tomohiro  東京大学, 大学院理学系研究科(理学部), 特任助教 (40755980)

Project Period (FY) 2018-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2019: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2018: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords不均一系触媒 / 金属ナノ粒子 / コバルト触媒 / 窒素ドープカーボン / 二元金属 / 酸素酸化 / オレフィンの水和 / ナノ粒子 / ナノ粒子触媒 / コバルト / 酸化反応
Outline of Final Research Achievements

Nitrogen-doped carbon was used as a support with coordination ability to modify and activate first-row transition metal nanoparticles such as cobalt to develop effective catalysts for organic synthesis. The catalyst was prepared by applying the polymer-incarceration method developed in our group using polyvinyl pyridine as the nitrogen source. We found that these nitrogen-doped carbon-supported cobalt catalysts effectively promotes oxygenation of olefins. The reaction did not proceed with the corresponding carbon-supported cobalt catalyst suggesting that the nitrogen dopant was indispensable for the reaction. In addition, we developed nitrogen-doped carbon supported bimetallic nanoparticle catalysts that exhibited high activity in various oxidation reactions.

Academic Significance and Societal Importance of the Research Achievements

担持金属ナノ粒子触媒は、高活性かつ高頑健性を併せ持つ不均一系触媒として期待されるが、精密有機合成への応用例は、貴金属類のものに限られていた。本研究では、配位修飾能を持つ固相担体等を用いることで、高活性状態にあるナノ粒子種を作り出すことに成功し、地球上に豊富に存在するコバルトなどの第一周期遷移金属ナノ粒子を有機合成に有効な触媒として展開できた。開発したナノ粒子触媒は安定かつ取り扱いが容易で、フロー法を用いた連続合成にも適する為、工業スケールでのクリーンな有機合成の新手法として期待される。

Report

(3 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Research-status Report
  • Research Products

    (28 results)

All 2020 2019 2018 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results,  Open Access: 2 results) Presentation (17 results) (of which Int'l Joint Research: 1 results) Remarks (2 results)

  • [Journal Article] Earth-Abundant Bimetallic Nanoparticle Catalysts for Aerobic Ammoxidation of Alcohols to Nitriles2020

    • Author(s)
      Tomohiro Yasukawa, Xi Yang, Shu Kobayashi
    • Journal Title

      The Journal of Organic Chemistry

      Volume: - Issue: 11 Pages: 7543-7548

    • DOI

      10.1021/acs.joc.0c00670

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric 1,4-Addition of Arylboronic Acids to β,γ-Unsaturated α-Ketoesters using Heterogeneous Chiral Metal Nanoparticle Systems2020

    • Author(s)
      Miyamura, Hiroyuki; Yasukawa, Tomohiro; Zhu, Zhiyuan; Kobayashi, Shu
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 362 Issue: 2 Pages: 353-359

    • DOI

      10.1002/adsc.201901294

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Development of heterogeneous catalyst systems for the continuous synthesis of chiral amines via asymmetric hydrogenation2019

    • Author(s)
      Tomohiro Yasukawa, Ryusuke Masuda, Shu Kobayashi
    • Journal Title

      Nature Catalysis

      Volume: 2 Issue: 12 Pages: 1088-1092

    • DOI

      10.1038/s41929-019-0371-y

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Oxygenation of styrenes catalyzed by N-doped carbon incarcerated cobalt nanoparticles2019

    • Author(s)
      Tomohiro Yasukawa, Shu Kobayashi
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 92 Issue: 12 Pages: 1980-1985

    • DOI

      10.1246/bcsj.20190251

    • NAID

      130007761382

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Heterogeneous Chiral Diene-Rh Complexes for Asymmetric Arylation of α,β-Unsaturated Carbonyl Compounds, Nitroalkenes, and Imines2019

    • Author(s)
      Tatsuya Kuremoto, Tomohiro Yasukawa, Shu Kobayashi
    • Journal Title

      Advanced Synthesis and Catalysis

      Volume: 361 Issue: 16 Pages: 3698-3703

    • DOI

      10.1002/adsc.201900526

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Heterogeneous Rh and Rh/Ag bimetallic nanoparticle catalysts immobilized on chiral polymers2019

    • Author(s)
      Min, Hyemin; Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu;
    • Journal Title

      Chemical Science

      Volume: 10 Issue: 32 Pages: 7619-7626

    • DOI

      10.1039/c9sc02670c

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Development of N-Doped Carbon-Supported Cobalt/Copper Bimetallic Nanoparticle Catalysts for Aerobic Oxidative Esterifications Based on Polymer Incarceration Methods2018

    • Author(s)
      Tomohiro Yasukawa, Xi Yang, and Shu Kobayashi
    • Journal Title

      Organic Letters

      Volume: 20 Issue: 17 Pages: 5172-5176

    • DOI

      10.1021/acs.orglett.8b02118

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Polysilane-Immobilized Rh/Pt Bimetallic Nanoparticles as Powerful Arene Hydrogenation Catalysts: Synthesis, Reactions under Batch and Flow Conditions and Reaction Mechanism2018

    • Author(s)
      Hiroyuki Miyamura, Aya Suzuki, Tomohiro Yasukawa, and Shu Kobayashi
    • Journal Title

      Journal of American Chemical Society

      Volume: 140 Issue: 36 Pages: 11325-11334

    • DOI

      10.1021/jacs.8b06015

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Catalytic Enantioselective Aldol Reactions2018

    • Author(s)
      Yasuhiro Yamashita, Tomohiro Yasukawa, Woo-Jin Yoo, Taku Kitanosono, and Shu Kobayashi
    • Journal Title

      Chemical Society Reviews

      Volume: 47 Issue: 12 Pages: 4388-4480

    • DOI

      10.1039/c7cs00824d

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] コア-シェル型担体を用いた不均一系ロジウム触媒の開発と不斉アリール化反応への応用2020

    • Author(s)
      呉本 達哉・定常 廉・安川 知宏・小林 修
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] コア-シェル型担体を用いた不均一系不斉ロジウム触媒の開発とフローリアクターへの適用2020

    • Author(s)
      呉本 達哉・定常 廉・安川 知宏・小林 修
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Development of N-doped Carbon Incarcerated Copper Nanoparticle Catalysts for Aerobic Oxidation of Aliphatic Alcohols and Its Application to Continuous-flow Systems2020

    • Author(s)
      TOBITA, Fumiya; YASUKAWA, Tomohiro; KOBAYASHI, Shu
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 連続フロー法による窒素ドープカーボン担持コバルト/銅ナノ粒子触媒を用いた芳香族アルコール類の酸素酸化反応の開発2020

    • Author(s)
      久米 三四郎・安川 知宏・小林 修
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Development of Heterogeneous Acidic Nanoparticle Catalysts for Fridel-Crafts Acylations2020

    • Author(s)
      YANG, Xi; YASUKAWA, Tomohiro; KOBAYASHI, Shu
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Development of N-Doped Carbon Incarcerated Palladium Nanoparticle Catalysts for Selective Hydrogenation of Nitrolefins to Oximes2020

    • Author(s)
      YASUKAWA, Tomohiro; KOBAYASHI, Shu
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 光学活性アミノ酸の連続的合成を指向した不均一系ロジウムナノ粒子触媒の開発2020

    • Author(s)
      増田 隆介・安川 知宏・小林 修
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Development of Immobilized Palladium Nanoparticle-catalyzed Carbonylative Suzuki-Miyaura Coupling Reactions2020

    • Author(s)
      ZHU, Zhiyuan; YASUKAWA, Tomohiro; KOBAYASHI, Shu
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 窒素ドープカーボン担持二元金属ナノ粒子触媒による酸化反応の開発2019

    • Author(s)
      安川 知宏・Xi Yang・小林 修
    • Organizer
      第115回有機合成シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] Development of N-Doped Carbon Incarcerated Cobalt Nanoparticle Catalysts for Hydrofunctionalization of Olefins2019

    • Author(s)
      Tomohiro YASUKAWA, Shu KOBAYASHI
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] Development of Polymer-Supported Chiral Diene Ligands and Application to Catalytic Asymmetric Reactions2019

    • Author(s)
      Tatsuya KUREMOTO, Tomohiro YASUKAWA, Shu KOBAYASHI
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 窒素ドープカーボン担持銅ナノ粒子触媒およびN-オキシルラジカルを用いたアルコール類の酸素酸化反応の開発2019

    • Author(s)
      飛田郁也、安川知宏、小林 修
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] N-Doped Carbon Incarcerated Bimetallic Nanoparticle Catalysts for Oxidation Reactions2019

    • Author(s)
      Xi YANG, Tomohiro YASUKAWA, Shu KOBAYASHI
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] Chiral Rhodium Nanoparticle-catalyzed Asymmetric 1,4-Addition Reactions of Arylboronic Acids with beta, gamma-Unsaturated alpha- Ketocarbonyl Compounds2019

    • Author(s)
      Zhiyuan ZHU, Hiroyuki MIYAMURA, Tomohiro YASUKAWA, Shu KOBAYASHI
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 不均一系イリジウム触媒を用いるキラルアミン類合成法の開発2019

    • Author(s)
      増田隆介・安川知宏・小林修
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] Development of Heterogeneous Rh and Rh/Ag Nanoparticle Catalysts Immobilized on Chiral Polymers: Reactivity, Mechanistic insight, and Application to Flow System2019

    • Author(s)
      Hyemin MIN, Hiroyuki MIYAMURA, Tomohiro YASUKAWA, Shu KOBAYASHI
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] N-Doped Carbon-Supported Cobalt Nanoparticle Catalysis for Oxidation Reactions Based on Polymer Incarceration Method2018

    • Author(s)
      Tomohiro YASUKAWA, Xi YANG, Shu KOBAYASHI
    • Organizer
      Gordon Research Conference (Heterocyclic Compounds)
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Remarks] 研究室ホームページ

    • URL

      http://www.chem.s.u-tokyo.ac.jp/users/synorg/index.html

    • Related Report
      2019 Annual Research Report 2018 Research-status Report
  • [Remarks] 研究室ホームページ

    • URL

      https://www.chem.s.u-tokyo.ac.jp/users/gsc/index_J.html

    • Related Report
      2019 Annual Research Report 2018 Research-status Report

URL: 

Published: 2018-04-23   Modified: 2021-02-19  

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