T. Nonaka, T. Ota, K. Odo
Feb 1, 1977
Citations
0
Influential Citations
6
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
In order to clarify the mechanism of electroreduction of aliphatic halides, optically active 6-chloro-2,6-dimethyloctane(I), in which an (R)-(−)-enantiomer was present in excess, was electrolyzed at a mercury cathode in various organic solvents. An (R)-(−)-enantiomer was also present in excess in the 2,6-dimethyloctane(II) which was obtained. This result indicates that the reduction of I to II proceeds with an excess of the inversion of the absolute configuration of the starting halide. In this paper, the stereochemistry of a radical intermediate formed at an initial stage in the course of reduction is discussed.