A New Method for the Preparation of Cyclopropanes from 1, 3-Dihalides Using an Electron Transfer Catalyst

DOI Web Site
  • SATO Rikiya
    Department of Materials Science and Engineering, Yamagata University
  • TAKEUCHI Hisashi
    Department of Materials Science and Engineering, Yamagata University
  • YOSHITA Takashi
    Department of Materials Science and Engineering, Yamagata University
  • TAKEISHI Makoto
    Department of Materials Science and Engineering, Yamagata University

Bibliographic Information

Other Title
  • 電子移動触媒を用いた1,3-ジハロゲン化物からの三員環化合物の新規合成法

Abstract

Reductive dehalogenation of 2, 4-dichloro-2, 4-dicyano-pentane using zinc together with viologens as an electron transfer catalyst under mild conditions produced cis- and trans-1, 2-dicyano-1, 2-dimethylcyclopropane (cis: trans=84: 16) in 91% yield. The reactions of 1, 3-dibromo-1, 3-diphenylpropane and 1, 3-dichloro-1, 3-diphenylpropane under the same conditions produced the 1, 2-diphenylcyclopropane in a good yield. The reaction was assumed to proceed via two electrons transfer from zinc to the dihalides and subsequent dehalogenation.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1997 (3), 231-232, 1997-03-10

    The Chemical Society of Japan

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