Journal of the American Chemical Society

Photolysis of azoalkanes. Reactions and kinetics of the 1-cyclopropylcyclopentane-1, 3-diyl biradical and the 1-cyclopropylcyclopentyl radical

PS Engel, AM Culotta

Index: Engel, Paul S.; Culotta, Anne Marie Journal of the American Chemical Society, 1991 , vol. 113, # 7 p. 2686 - 2696

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Citation Number: 35

Abstract

Abstract: The cyclopropylcarbinyl (CPC) rearrangement rates of 1-cyclopropylcyclopentyl (loa) and 1-cyclopropylcyclohexyl (lob) radicals to yield Ma, b are found to be 1.45 X lo7 and 1.1 X 10'sI at 24.7 OC, respectively. These values, which are based on thiophenol trapping of 10a, b, are 6-9 times slower than that of the parent cyclopropylmethyl radical. Ring closure of homoallylic radical Ma proceeded at a rate of 5.5 X 104 sI, which is 7 times faster than ...