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Communication | Special issue | Vol 50, No. 1, 1999, pp.63-66
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S(H)43
Electrochemical Reduction Reactions of 1,3-Diazadihydroazulanone Derivatives: 1,3- and 1,5-Hydrogen Migration Reactions in Electrochemical Reductions

Takayasu Ido, Satoru Kondo, and Katsuhiro Saito*

*Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan

Abstract

Electrochemical reduction potentials of 1,3-diphenyl-1,3-dizadihydroazulanone derivatives were constructed from two stage reductions, each of which was influenced by the substituent on the phenyl group at 3-position. Electrochemical reductions of the diazadihydroazulanone derivatives affored 1,3- and 1,5-hydrogen migration products, which isomerized each other under the reaction conditions. The reaction is considered to proceed via 1,3- or 1,5- hydrogen migrations through a radical anion intermediate by the reductions.