Journal of the American Chemical Society

Cyclopropane in photochemistry. I. Photochemistry of 4, 4-dicyclopropylcyclohexenone

RC Hahan, GW Jones

Index: Hahn,R.C.; Jones,G.W. Journal of the American Chemical Society, 1971 , vol. 93, # 17 p. 4232 - 4236

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Citation Number: 10

Abstract

Abstract: Irradiation of 4, 4-dicyclopropylcyclohexenone (5) in tert-butyl alcohol affords only 6, 6-dicyclopropyl-bicyclo [3. lO] hexan-2-one (6) and 3-(dicyclopropylmethyl)-2- cyclopentenone (10). The absence of detectable amounts of cyclopropyl migration products is rationalized most readily in terms of a reacting excited state having radical character. ne of the more pronounced mechanistic di-goes predominant 4, 3-phenyl migration, without ...