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2009 Fiscal Year Final Research Report

Synthesis of chiral quaternary ammonium polymers and their application to asymmetric reaction

Research Project

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Project/Area Number 19550122
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionToyohashi University of Technology

Principal Investigator

ITSUNO Shinichi  Toyohashi University of Technology, 工学部, 教授 (50158755)

Co-Investigator(Kenkyū-buntansha) HARAGUCHI Naoki  豊橋技術科学大学, 工学部, 助教 (30378260)
Project Period (FY) 2007 – 2009
Keywords光学活性高分子
Research Abstract

Although a substantial amount of work has been carried out using a side chain functionalized polymers, only a limited number of investigations have been performed to elucidate the use of main-chain functional polymers. The main-chain chiral polymer catalysts having rigid and sterically regular structure may have a better defined microenvironment at the catalytic sites and have allowed a systematic modification of their catalytic properties. We have synthesized two different types of chiral main-chain polymers containing quaternary ammonium salt structure. These chiral polymers were used as catalyst for asymmetric alkylation reaction of N-diphenylmethylidene glycine tert-butyl ester to give phenylalanine derivative in high level of enantioselectivity.

  • Research Products

    (8 results)

All 2010 2009 2008 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (2 results) Book (2 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Main-Chain Ionic Chiral Polymers: Synthesis of Optically Active Quaternary Ammonium Sulfonate Polymers and Their Application in Asymmetric Catalysis2010

    • Author(s)
      Shinichi Itsuno, Devproshad K. Paul, M.A. Salam, Naoki Haraguchi
    • Journal Title

      J. Am. Chem. Soc. (in press)

    • Peer Reviewed
  • [Journal Article] Novel Immobilization Method of Chiral Quaternary Ammonium Salts onto Polymer2008

    • Author(s)
      Yukihiro Arakawa, Naoki Haraguchi, Shinichi Itsuno
    • Journal Title

      Angew. Chem. Int. Ed. 43

      Pages: 8232-8235

    • Peer Reviewed
  • [Presentation] Synthesis of Polymers Containing Chiral Quaternary Ammonium Salt Structure and Their Application to Asymmetric Catalysts in Alkylation Reaction2009

    • Author(s)
      Shinichi Itsuno
    • Organizer
      2009 Taiwan-Japan Bilateral Polymer Symposium
    • Place of Presentation
      Taipei, Taiwan
    • Year and Date
      20090422-20090425
  • [Presentation] Polymer-immobilized chiral catalyst in aqueous media: Enviromentally benign synthetic method of optically active compounds (Plenary lecture)2009

    • Author(s)
      Shinichi Itsuno
    • Organizer
      Bangladesh Chemical Congress, Plenary lecture
    • Place of Presentation
      Dhaka University, Bangladesh
    • Year and Date
      20090130-20090201
  • [Book] "使える!有機合成反応実践のてびき" "高分子固定化触媒による水素移動型不斉還元反応" "高分子固定化不斉触媒によるグリシン誘導体の不斉アルキル化反応" "高分子固定化不斉触媒による動的速度論的分割を伴う不斉水素化反応"2010

    • Author(s)
      伊津野真一
    • Publisher
      化学同人
  • [Book] "Heterogeneous Enantioselective Catalysis Using Organic Polymeric Suopports" In Handbook of Asymmetric Heterogeneous Catalysis, Chapter 3 (Ding, K. ; Uozumi, Y. Eds. : Wiley-VCH, Weinheim)2008

    • Author(s)
      Shinichi Itsuno, Naoki Haraguchi
    • Total Pages
      73-129
  • [Remarks]

    • URL

      http://www.tutms.tut.ac.jp/~haraguchi/sub9.html

  • [Patent(Industrial Property Rights)] 光学活性4級アンモニウム担持ポリマーとその製造方法ならびに光学活性アミノ酸類の製造方法2009

    • Inventor(s)
      伊津野真一, 久保田靖, 井上勉
    • Industrial Property Rights Holder
      豊橋技術科学大学、日本曹達株式会社
    • Patent Publication Number
      特許・特開2009-235393
    • Filing Date
      2009-02-27

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Published: 2011-06-18   Modified: 2014-05-28  

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