Bulletin of the Chemical Society of Japan

Regio-and stereochemistry of bromochlorinations of alkynes with molecular bromine chloride and dichlorobromate (1-) ion.

T Negoro, Y Ikeda

Index: Negoro, Takeshi; Ikeda, Yoshitsugu Bulletin of the Chemical Society of Japan, 1986 , vol. 59, p. 3515 - 3518

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Citation Number: 8

Abstract

The bromochlorination of phenyl-and alkyl-substituted acetylenes with tetrabutylammonium dichlorobromate (1−)(1) in dichloromethane was found to be anti-stereospecific and nonregiospecific (regiospecific in the case of phenylacetylene). Whereas the addition of molecular bromine chloride (2) to phenyl-substituted acetylenes was found to give nonstereospecific and regiospecific adducts, the reaction of alkyl-substituted acetylenes ...