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Formation and Reactivity of Radical Cations of Cyclopropane Derivatives

  • Kazuhiko Mizuno
  • Shogo Nishioka
  • Hajime Maeda
  • Nobuyuki Ichinose
Conference paper

Abstract

Anodic oxidation of 1,2-bis(4-methoxyphenyl)cyclopropane (la) and 1-{2′,2′-(4-methoxyphenyl)vinylidene}-2,3-dimethylcyclopropane (2) using Pt electrode in the presence of Mg(C1O4)2 in acetonitrile generate the radical cation species, respectivity, which colored purple. The former caused the cis-trans isomerization, but the latter did not. The anodic oxygenation of la gave 4-methoxybenzaldehyde (4a) and 4-methoxyacetophenone (5a).

Keywords

Radical Cation Current Efficiency Anodic Oxidation Photoinduced Electron Transfer Cyclopropane Derivative 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. 1).
    T. Shono and Y. Matsumura, J. Org. Chem., 35, 4157 (1970).CrossRefGoogle Scholar
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    K. Mizuno, N. Ichinose, and Y. Otsuji, Chem. Lett., 1985, 455.Google Scholar
  3. 3).
    K. Mizuno, N. Ichinose, and Y. Otsuji, J. Org. Chem., 57, 1855 (1992).CrossRefGoogle Scholar
  4. 4).
    K. Mizuno, N. Kamiyama, N. Ichinose, and Y. Otsuji, Tetrahedron, 41, 2207 (1985).CrossRefGoogle Scholar

Copyright information

© Springer Japan 1998

Authors and Affiliations

  • Kazuhiko Mizuno
    • 1
  • Shogo Nishioka
    • 1
  • Hajime Maeda
    • 1
  • Nobuyuki Ichinose
    • 1
  1. 1.Department of Applied Chemistry, College of EngineeringOsaka Prefecture UniversitySakai, Osaka 599Japan

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