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2019 Fiscal Year Annual Research Report

高活性高分子触媒の創製と連続フローシステム化

Publicly Offered Research

Project AreaMiddle molecular strategy: Creation of higher bio-functional molecules by integrated synthesis.
Project/Area Number 18H04431
Research InstitutionInstitute for Molecular Science

Principal Investigator

魚住 泰広  分子科学研究所, 生命・錯体分子科学研究領域, 教授 (90201954)

Project Period (FY) 2018-04-01 – 2020-03-31
Keywords有機化学 / 化学プロセス / 有機工業化学
Outline of Annual Research Achievements

本課題では両親媒性高分子担体にパラジウム,銅,白金などの遷移金属錯体あるいはナノ粒子を担持することで水中・不均一条件下での精密有機分子変換を円滑に実施しうる反応駆動システムを確立し,さらにそれら固体担持触媒をカートリッジに充填することで連続フロー反応に適用した。特に高分子担持銅錯体触媒を用いたHuisgen反応を確立し,世界的に利用されている医薬品タゾバクタムの連続フロー合成へと展開した。また白金ナノ粒子触媒による連続フロー水素化反応では化学選択的なアルデヒドの水素化還元反応を実現した。
また遷移金属触媒反応の開発過程で末端アルキン類のアリール化反応をppm触媒量のパラジウムで達成可能な反応系を確立した。固定化触媒の創製検討過程では高分子固定化スルホン酸触媒を開発し,さらに同固定化触媒をカートリッジ化したことで,カルボン酸とアルコールからの脱水的直接エステル化反応(平衡反応)の連続フロー化を行い平衡定数を超えた高効率エステル化を実現している。
両親媒性高分子担持パラジウム錯体触媒は3班計画班員:大嶋孝志(九州大学)との共同研究に適用された。また3班公募班員:林雄二郎(東北大学)との共同研究を実施し,林らが開発した光学活性有機触媒を高分子担持することで有機触媒不斉合成反応の連続フローによる実施に道を拓いた。

Research Progress Status

令和元年度が最終年度であるため、記入しない。

Strategy for Future Research Activity

令和元年度が最終年度であるため、記入しない。

  • Research Products

    (14 results)

All 2020 2019 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (5 results) (of which Int'l Joint Research: 4 results,  Invited: 5 results) Remarks (1 results)

  • [Journal Article] Production of Bio Hydrofined Diesel, Jet Fuel, and Carbon Monoxide from Fatty Acids Using a Silicon Nanowire Array-Supported Rhodium Nanoparticle Catalyst under Microwave Conditions2020

    • Author(s)
      Baek Heeyoel、Kashimura Keiichiro、Fujii Takashi、Tsubaki Shuntaro、Wada Yuji、Fujikawa Shigenori、Sato Takuma、Uozumi Yasuhiro、Yamada Yoichi M. A.
    • Journal Title

      ACS Catalysis

      Volume: 10 Pages: 2148~2156

    • DOI

      doi.org/10.1021/acscatal.9b04784

    • Peer Reviewed
  • [Journal Article] Mechanistic insight into the catalytic hydrogenation of nonactivated aldehydes with a Hantzsch ester in the presence of a series of organoboranes: NMR and DFT studies2019

    • Author(s)
      Hamasaka Go、Tsuji Hiroaki、Ehara Masahiro、Uozumi Yasuhiro
    • Journal Title

      RSC Advances

      Volume: 9 Pages: 10201~10210

    • DOI

      10.1039/c9ra01468c

    • Peer Reviewed
  • [Journal Article] Solvent-Free A3 and KA2 Coupling Reactions with mol ppm Level Loadings of a Polymer-Supported Copper(II)-Bipyridine Complex for Green Synthesis of Propargylamines2019

    • Author(s)
      Yan Shuo、Pan Shiguang、Osako Takao、Uozumi Yasuhiro
    • Journal Title

      ACS Sustainable Chemistry & Engineering

      Volume: 7 Pages: 9097~9102

    • DOI

      10.1021/acssuschemeng.9b01754

    • Peer Reviewed
  • [Journal Article] Surface Modification of a Supported Pt Catalyst Using Ionic Liquids for Selective Hydrodeoxygenation of Phenols into Arenes under Mild Conditions2019

    • Author(s)
      Ohta Hidetoshi、Tobayashi Kanako、Kuroo Akihiro、Nakatsuka Mao、Kobayashi Hirokazu、Fukuoka Atsushi、Hamasaka Go、Uozumi Yasuhiro、Murayama Haruno、Tokunaga Makoto、Hayashi Minoru
    • Journal Title

      Chemistry European Journal

      Volume: 25 Pages: 14762~14766

    • DOI

      10.1002/chem.201902668

    • Peer Reviewed
  • [Journal Article] Mechanistic Study on Allylic Arylation in Water with Linear Polystyrene-Stabilized Pd and PdO Nanoparticles2019

    • Author(s)
      Ohtaka Atsushi、Kawase Misa、Usami Akira、Fukui Shiho、Yamashita Mana、Yamaguchi Kazuki、Sakon Akira、Shiraki Tomoya、Ishida Taiki、Nagata Soma、Kimura Yuji、Hamasaka Go、Uozumi Yasuhiro、Shinagawa Tsutomu、Shimomura Osamu、Nomura Ryoki
    • Journal Title

      ACS Omega

      Volume: 4 Pages: 15764~15770

    • DOI

      10.1021/acsomega.9b02722

    • Peer Reviewed
  • [Journal Article] The Hiyama Cross‐Coupling Reaction at Parts Per Million Levels of Pd: In Situ Formation of Highly Active Spirosilicates in Glycol Solvents2019

    • Author(s)
      Ichii Shun、Hamasaka Go、Uozumi Yasuhiro
    • Journal Title

      Chemistry Asian Journal

      Volume: 14 Pages: 3850~3854

    • DOI

      10.1002/asia.201901155

    • Peer Reviewed
  • [Journal Article] Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate2019

    • Author(s)
      Hamasaka Go、Roy David、Tazawa Aya、Uozumi Yasuhiro
    • Journal Title

      ACS Catalysis

      Volume: 9 Pages: 11640~11646

    • DOI

      10.1021/acscatal.9b04593

    • Peer Reviewed
  • [Journal Article] Second-Generation meta-Phenolsulfonic Acid-Formaldehyde Resin as a Catalyst for Continuous-Flow Esterification2019

    • Author(s)
      Hu Hao、Ota Hajime、Baek Heeyoel、Shinohara Kenta、Mase Toshiaki、Uozumi Yasuhiro、Yamada Yoichi M. A.
    • Journal Title

      Organic Letters

      Volume: 22 Pages: 160~163

    • DOI

      10.1021/acs.orglett.9b04084

    • Peer Reviewed
  • [Presentation] Organic molecular transformations in water with amphiphilic resin-supported platinum nanoparticles2019

    • Author(s)
      Yasuhiro Uozumi
    • Organizer
      4th Green Sustainable Conference 2019
    • Int'l Joint Research / Invited
  • [Presentation] Organic Reactions in Water with Amphiphilic Polymeric Transition Metal Catalysts2019

    • Author(s)
      Yasuhiro Uozumi
    • Organizer
      Thieme Chemistry Workshop
    • Int'l Joint Research / Invited
  • [Presentation] NCN Pincer Palladium Complexes:Their Preparation and Reacting Properties2019

    • Author(s)
      Yasuhiro Uozumi
    • Organizer
      The 13th International Conference on Heteroatom Chemistry
    • Int'l Joint Research / Invited
  • [Presentation] 水中での有機分子変換を実現する高分子固定化触媒の開発2019

    • Author(s)
      魚住泰広
    • Organizer
      第124回触媒討論会
    • Invited
  • [Presentation] Development of Polymer Supported Catalysts and Their Flow Application2019

    • Author(s)
      Yasuhiro Uozumi
    • Organizer
      International Conference on Super Functional Catalysts
    • Int'l Joint Research / Invited
  • [Remarks] 分子科学研究所魚住研究室ホームページ

    • URL

      https://groups.ims.ac.jp/organization/uozumi_g/

URL: 

Published: 2021-01-27  

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