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1991 Fiscal Year Final Research Report Summary

A Facile Preparation of Arenes having Fluorine-Containing Functional Groups using Fluorine-Containing Strong Acids.

Research Project

Project/Area Number 02650596
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionHokkaido University

Principal Investigator

YONEDA Norihiko  Hokkaido Univ., Fac. of Eng., Professor, 工学部, 教授 (50001219)

Project Period (FY) 1990 – 1991
KeywordsFluorination / Diazotization / Dediazoniation / Diazonium Salt / HF-Base / Aryl Triflate / Fluorophenol
Research Abstract

Aromatic (including heterocyclic) compounds having fluorine-containing functional groups (ArX : X=F, OSO_2CF_3, OSO_2F, OCOCF_3) have been prepared in good yields by the diazotization of the corresponding aminoarenes (ArNH_2) and the thermal or photochemical decomposition in situ in fluorine containing strong acids (HX) with or without bases, or dediazoniation of arenediazonium tetrafluoroborate salts (ArN_2BF_4) in HX-(Base).
Novel arenediazonium of triflates (ArN_2BF_4) have been prepared in good yields by nonaqueous state diazotization of ArNH_2 in EtOH with isoamyl nitrate in CF_3SO_3H. Decomposition of ArN_2OTr will be also described to afford the corresponding ArOSO_2CF_3.

  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] T.Fukuhara,N.Yneda,K.Takamura,and A.Suzuki,: "Preparation of p-Fluourphenols from p-Aminophenols:Diazotization and Fluourodediazoniation in Pyridine-HF" J.Fluorine Chem.51. 299-304 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] N.Yoneda,T.Fukuhara,T.Mizokami,and A. Suzuki: "A Facile Preparation of Aryl Trifrates:Decomposition of Arenediazonium Tetrafluoroborate Salts in Trifluoromethaneslufonic Acid" Chem.Lett.459-460 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] N.Yoneda,: "The Combination of Hydrogen Fluoride with Organic Bases as Fluorination Agents" Tetrahedron. 47. 5329-5365 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Fukuhara, N. Yoneda, K. Takamura, and A. Suzuki: "Preparation of p-Fluorophenols from p-Aminophenols : Diazotization and Fluorodediazoniation in Pyridine-HF" J. Fluorine Chem.51. 299 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] N. Yoneda, T. Fukuhara, T. Mizokami, and A. Suzuki: "A Facile Preparation of Aryl Trifrates : Decomposition of Arenediazonium Tetrafluoroborate Salts in Trifluoromethaneslufonic Acid" Chem. Lett.459. (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] N. Yoneda: "The Combination of Hydrogen Fluoride with Organic Bases as Fluorination Agents" Tetrahedron. 47. 5329 (1991)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1993-03-16  

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