Photocyclization of. alpha.-(o-tolyl) acetophenones: triplet and 1, 5-biradical reactivity

PJ Wagner, MA Meador, B Zhou…

Index: Wagner, Peter J.; Meador, Michael A.; Zhou, Boli; Park, Bong-Ser Journal of the American Chemical Society, 1991 , vol. 113, # 25 p. 9630 - 9639

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Citation Number: 46

Abstract

Abstract: Several ring-substituted a-(0-toly1) acetophenones undergo photocyclization to 2- indanol derivatives in high quantum efficiency in solution and in high chemical yield as solids. The mechanism for reaction involves triplet state &hydrogen atom abstraction that generates 1, 5-biradicals. Quenching studies indicate that the n, a* excited triplets of these ketones react, with rate constants> IO8 sl. Variations in triplet reactivity are ascribed to ...