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Development of micelle-like catalyst for aqueous-media organic synthesis

Research Project

Project/Area Number 17550147
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Environmental chemistry
Research InstitutionThe National Institute of Advanced Industrial Science and Technology (AIST)

Principal Investigator

FUJITA Ken-ichi  AIST, ISC, Senior Research Scientist, 環境化学技術研究部門, 主任研究員 (10242934)

Project Period (FY) 2005 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2006: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2005: ¥2,700,000 (Direct Cost: ¥2,700,000)
KeywordsDiels-Alder reaction / Mannich reaction / Dendrimer / Lewis acid / ルイス酸触媒
Research Abstract

A series of dendritic ligands with a 2,2'-bipyridine core was synthesized through the coupling of 4,4'-dihydroxy-2,2'-bipyridine with poly(arylether) dendrons. The corresponding dendritic Cu(OTf)_2 catalysts were used for Diels-Alder and three-component condensation reactions. The dendritic Cu(OTf)_2-catalyzed Diels-Alder reaction proceeded smoothly, and these dendritic catalysts could be recycled without deactivation by reprecipitation. Three-component condensation reactions such as Mannich-type reactions also proceeded not only in dichloromethane but also in water. Furthermore, a positive dendritic effect on chemical yields was observed in both Diels-Alder reactions and aqueous-media three-component condensation reactions. It was found that the immobilization of Lewis acids on dendrimers at the core position is suitable for the design of water-compatible Lewis acid catalysts.

Report

(3 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • Research Products

    (8 results)

All 2006 Other

All Journal Article (8 results)

  • [Journal Article] Diels-Alder reaction using a dendritic copper(II) triflate- catalyst : a positive dendritic effect on the chemical yield2006

    • Author(s)
      藤田 賢一
    • Journal Title

      TETRAHEDRON LETTERS 47巻28号

      Pages: 4831-4834

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Mannich-Type Reaction in Water, Conducted by Employing a Dendritic Copper(II) Triflate-Catalyst : a Positive Dendritic Effect on Chemical Yield2006

    • Author(s)
      村木 孝仁
    • Journal Title

      SYNLETT 16号

      Pages: 2646-2648

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Diels-Alder reaction using a dendritic copper(II) triflate-catalyst : a positive dendritic effect on the chemical yield2006

    • Author(s)
      Ken-ichi Fujita
    • Journal Title

      TETRAHEDRON LETTERS 47

      Pages: 4831-4834

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Mannich-Type Reaction in Water, Conducted by Employing a Dendritic Copper(II) Triflate-Catalyst a Positive Dendritic Effect on Chemical Yield2006

    • Author(s)
      Takahito Muraki
    • Journal Title

      SYNLETT 16

      Pages: 2646-2648

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Diels-Alder reaction using a dendritic copper(II) triflate-catalyst : a positive dendritic effect on the chemical yield2006

    • Author(s)
      藤田 賢一, 村木 孝仁, 服部 初彦, 板倉 俊康
    • Journal Title

      TETRAHEDRON LETTERS 47巻28号

      Pages: 4831-4834

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Mannich-Type Reaction in Water, Conducted by Employing a Dendritic Copper(II) Triflate-Catalyst : a Positive Dendritic Effect on Chemical Yield2006

    • Author(s)
      村木 孝仁, 藤田 賢一, 寺門 大
    • Journal Title

      SYNLETT 16号

      Pages: 2646-2648

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis of Novel Dendritic 2,2'-Bipyridine Ligands and their Application to Lewis Acid-Catalyzed Diels-Alder and Three-Component Condensation Reactions

    • Author(s)
      村木 孝仁
    • Journal Title

      JOURNAL OF ORGANIC CHEMISTRY (印刷中)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis of Novel Dendritic 2,2'-Bipyridine Ligands and their Application to Lewis Acid-Catalyzed Diels-Alder and Three-Component Condensation Reactions

    • Author(s)
      Takahito Muraki
    • Journal Title

      JOURNAL OF ORGANIC CHEMISTRY (in press)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary

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Published: 2005-04-01   Modified: 2016-04-21  

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