Electroorganic Chemistry XVIII Anodic Oxidation of Substituted Cyclopropanes

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概要

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• The anodic oxidations of polyalkyl-substituted cyclopropanes (<B>1</B>–<B>3</B>) and spiro[2.n]alkanes (<B>4</B>–<B>6</B>) were carried out in methanol. Monomethoxyolefin and dimethoxy compound resulted from the selective cleavage at the most substituted carbon–carbon bond. The decrease in the oxidation potential brought about by the substitution of the one methyl group was observed to be about 0.3 V <I>vs.</I> SCE. The analysis of the products and oxidation potentials of the cyclopropanes suggested that the σ-electron transfer from cyclopropane to the anode may be the initiation process and that the stereochemistry at the surface of the solid electrode plays an important role in this anodic oxidation.

• 公益社団法人 日本化学会の論文

著者

• Matsumura Yoshihiro

  Department Of Orthopaedic Surgery Mie University Graduate School Of Medicine

• Shono Tatsuya

  Department of Synthetic Chemistry faculty of Engineering Koyoto Univerity

• Shono Tatsuya

  Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University

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