The Journal of Organic Chemistry

Kinetic study of the homolytic brominolysis of 1, 2-diarylcyclopropanes

DE Applequist, RD Gdanski

Index: Applequist, Douglas E.; Gdanski, Rick D. Journal of Organic Chemistry, 1981 , vol. 46, # 12 p. 2502 - 2510

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Citation Number: 27

Abstract

The rate constants for the photolytic brominolysis of 22 trans-1, 2-diarylcyclopropanea in carbon disultide relative to an internal standard, p-chlorotoluene, have been determined. The products of the brominolysis are 1, 3-dibromo-1, 3-diarylpropanes. The rate constants range over 5 orders of magnitude, being enhanced by electrondonating substituents on one or both benzene rings. The quantitative size of the substituent effect (p) at either involved ...