Monoradical rearrangements of the 1, 4-biradicals involved in Norrish type II photoreactions

PJ Wagner, KC Liu, Y Noguchi

Index: Wagner, Peter J.; Liu, Kou-Chang; Noguchi, Y. Journal of the American Chemical Society, 1981 , vol. 103, # 13 p. 3837 - 3841

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Citation Number: 29

Abstract

Abstract: The photochemistry of a-allylbutyrophenone (a-AB) and that of y- cyclopropylbutyrophenone (y-CB) both reveal that the 1, 4-biradicals generated by triplet- state y-hydrogen abstraction undergo typical radical rearrangements in competition with their more normal type I1 reactions. From a-AB, 2-phenyl-2-norbornanol is formed in 1/24th the combined yield of 1-phenyl-4-penten-1-one and 1-phenyl-2-allylcyclobutanol. Its ...