Facile Synthesis of .BETA.,.BETA.-Difluorostyrenes via the Negishi Coupling of Thermally Stable 2,2-Difluorovinyl Zinc-TMEDA Complex

  • Fujita Takeshi
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Ichitsuka Tomohiro
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Fuchibe Kohei
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Ichikawa Junji
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

Bibliographic Information

Other Title
  • Facile Synthesis of β,β-Difluorostyrenes via the Negishi Coupling of Thermally Stable 2,2-Difluorovinyl Zinc–TMEDA Complex

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Abstract

2,2-Difluorovinylzinc chloride–TMEDA complex, readily prepared from 1,1-difluoroethylene, undergoes the palladium-catalyzed coupling reaction with aryl halides to afford β,β-difluorostyrenes in high yield. This reaction not only proceeds smoothly with sterically hindered triflates and halides including chlorides, but also exhibits excellent chemoselectivities for multi-halogenated substrates. The intermediary TMEDA complex was found to be thermally stable and storable.

Journal

  • Chemistry Letters

    Chemistry Letters 40 (9), 986-988, 2011

    The Chemical Society of Japan

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Details

  • CRID
    1390282679565309568
  • NII Article ID
    10029522357
  • NII Book ID
    AA00603318
  • DOI
    10.1246/cl.2011.986
  • ISSN
    13480715
    03667022
  • Text Lang
    en
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
    • KAKEN
  • Abstract License Flag
    Disallowed

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