Journal of the American Chemical Society

Solution-phase photodecarbonylation of the bicyclo [3.1. 0] hexan-3-one system

RS Cooke, GD Lyon

Index: Cooke, Robert S.; Lyon, Gregory D. Journal of the American Chemical Society, 1981 , vol. 103, # 24 p. 7317 - 7322

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Abstract

In the condensed or the bicyclo[3.1.0]hex- an-3-one systems undergo facile photodecarbonylation. Corre- sponding 1,4-dienes are formed with high quantum efficiency during photolyses performed in solution or with undiluted, liquid ketones. In the vapor phase these products are accompanied by lesser amounts of vinylcyclopropanes and 1,3-dienes, which pre- sumably result from loss of ketene. A satisfactory mechanistic description of these transformations ...