Journal of the American Chemical Society

Conversion of cyclobutane to bicyclobutane by base-catalyzed 1, 3-dehydrohalogenation reaction: a mechanistic study

S Hoz, M Livneh

文献索引：Hoz,S.; Livneh,M. Journal of the American Chemical Society, 1987 , vol. 109, p. 7483

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被引用次数: 5

摘要

Abstract: The kinetics of the t-BuOK-t-BuOH-induced 1, 3-dehydrohaIogenation of the geometrical isomers of cyclobutanes 2-5 to give the corresponding bicyclobutanes was investigated. Substitution of H by C1 or Me on the carbon bearing the leaving group (substrates 1-3) caused rate reduction by a factor of 2 only. The cyano-activated substrates with C1 as a leaving group (substrates 1 and 3) underwent syn-anti isomerization under ...