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Acceleration of Organic Reactions: The Use of Solid-Support and Ultrasound

Research Project

Project/Area Number 60470022
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 有機化学一般
Research InstitutionOsaka University

Principal Investigator

HANAFUSA Terukiyo  Inst. Sci. Ind. Res., Osaka University, 産業科学研究所, 教授 (70033777)

Co-Investigator(Kenkyū-buntansha) ICHIHARA Junko  Inst. Sci. Ind. Res., Osaka University, 産業科学研究所, 教務職員 (60110772)
YAMATAKA Hiroshi  Inst. Sci. Ind. Res., Osaka University, 産業科学研究所, 講師 (60029907)
ANDO Takashi  Shiga University of Medical Science, 教授 (70029867)
Project Period (FY) 1985 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥6,900,000 (Direct Cost: ¥6,900,000)
Fiscal Year 1986: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 1985: ¥5,500,000 (Direct Cost: ¥5,500,000)
KeywordsHeterogeneous Reaction / Solid Support / Ultrasound / 固体担持試薬
Research Abstract

In the heterogeneous reactions of organic substrates with either alkali metal cyanides or fluorides, extra-means should be essential for practical uses. With metal cyanides, the heterogeneous substitution of benzyl bromide, as well as the heterogeneous Strecker synthesis of <alpha> -aminonitriles, was accelerated by both the collaboration of fine alumina and irradiation of ultrasound, whereas ultrasound alone facilitated cyanohydrin formation. In the addition reaction of potassium cyanide to N-methylarylimine, chitin not only remarkably promoted the reaction itself, but partially induced enatio-selective differentiation under these heterogeneous conditions.
When metal fluorides were mixed with alumina, the reagent acted as the solid base in the alkylation of alcohols, phenols, or amides with alkyl halides or sulfonates. In contrast, when metasl fluorides were mixed with powdered calcium fluoride, the reagent was effective for fluorination by the halogen exchange reaction of fairly reactive chlorides or bromides such as aroyl chloride or benzyl bromide under mild conditions.
In this project, acceleration of some of organic heterogeneous reactions was accomplished by means of combined use with solid supports and ultrasound irradiation.

Report

(1 results)
  • 1986 Final Research Report Summary
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Takashi Ando: Mem.Inst.Sci.Ind.Res.,Osaka Univ. 42. 27-39 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Ando: J.Chem.Soc.,Perkin Trans.2. 1133-1139 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Junko Ichihara: J.Chem.Soc.,Chem.Commun.793-794 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Ando: Tetrahedron Lett.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Terukiyo Hanafusa: Chem.Lett.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Ando: "Ultrasonic Acceleration of Solid-Liquid Two-Phase Organic Reactions" Mem. Inst. Sci. Ind. Res., Osaka Univ.42. 27-39 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Ando: "Alumina-supported Fluoride Reagents for Organic Synthesis: Optimisation of Reagent Preparation and Elucidation of the Active Species" J. Chem. Soc., Perkin Trans. 2. 1986. 1133-1139 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Junko Ichihara: "The Combination of Potassium Fluoride and Calcium Fluoride: A Useful Heterogeneous Fluorinating Reagent" J. Chem. Soc., Chem. Commun.1986. 793-794 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Ando: "Fluoride-Alumina Reagent: The Active Basic Species" Tetrahedron Lett.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Terukiyo Hanafusa: "Useful Synthesis of <alpha> -Aminonitriles by Means of Alumina and Ultrasound" Chem. Lett.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary

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Published: 1987-03-31   Modified: 2016-04-21  

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