T. Shono, Y. Matsumura
Oct 1, 1975
Citations
0
Influential Citations
19
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The anodic oxidations of polyalkyl-substituted cyclopropanes (1–3) and spiro[2.n]alkanes (4–6) 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 vs. 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.