The Oxidative Decomposition Reaction of Acylferrocenes under Acidic Conditions

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  • HAYASHI Takatoshi
    Department of Chemistry, Faculty of Science and Engineering, Ritsumeikan University
  • OKADA Yutaka
    Department of Chemistry, Faculty of Science and Engineering, Ritsumeikan University
  • FUKUCHI Takeshi
    Department of Chemistry, Faculty of Science and Engineering, Ritsumeikan University

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Other Title
  • アシルフェロセン類の酸触媒酸化分解反応
  • アシルフェロセンルイ ノ サン ショクバイ サンカ ブンカイ ハンノウ

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Abstract

Oxidation of acylferrocenes was carried out in some alcohols in the presence of trichloroacetic acid. The reaction took different course from a normal oxidation reaction observed in alkylferrocenes. The reaction is considered to consist of two steps. In the first step, carbocation was formed by a proton addition to carbonyl group followed by cleavage of cyclopentadienyl ring-iron bond. In the second step, Fe3+ ion formed through oxidation of Fe2+ ion attacks other ferrocene molecules. The reaction rate of both steps are markely influenced by solvents and substituents and discussed in terms of steric and electronic effects.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1994 (4), 340-344, 1994-04-10

    The Chemical Society of Japan

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