Stereochemical studies of the electrolytic reactions of organic compounds. II. Electrolytic reduction of optically active 6-chloro-2,6-dimethyloctane to the corresponding alkane.
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概要
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In order to clarify the mechanism of electroreduction of aliphatic halides, optically active 6-chloro-2,6-dimethyloctane(I), in which an (<I>R</I>)-(−)-enantiomer was present in excess, was electrolyzed at a mercury cathode in various organic solvents. An (<I>R</I>)-(−)-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.
- 公益社団法人 日本化学会の論文
著者
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Nonaka Tsutomu
Department Of Electric Chemistry Tokyo Institute Of Technology
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Nonaka Tsutomu
Department of Electronic Chemistry, The Graduate School, Tokyo Institute of Technology
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Odo Keijiro
Department of Electrochemistry, Tokyo Institute of Technology
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Ota Tetsuro
Department of Electronic Chemistry, The Graduate School, Tokyo Institute of Technology
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