Journal of the American Chemical Society

Long-range triplet hydrogen abstraction. Photochemical formation of 2-tetralols from. beta.-arylpropiophenones

B Zhou, PJ Wagner

Index: Zhou, Boli; Wagner, Peter J. Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6796 - 6799

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Citation Number: 12

Abstract

Abstract: The four ketones@-(0-tolyl)-and@-mesitylpropiophenone and-isobutyrophenone all undergo photocyclization to 2-tetralols via triplet-state c-hydrogen abstraction, The intermediate 1, 6-biradicals cyclize in 100% efficiency. The triplets react in very low quantum efficiency; rate constants for t-hydrogen abstraction must compete with rapid (IO9 sI) CT quenching by the@-aryl group and range from< 3 X lo4 for P-(0-to1yl) propiophenone to 3 ...