Substituent-dependent electron-transfer-induced photooxygenation of 1, 1-diarylethylenes

…, A Schnatterer, G Utschick

Index: Gollnick, Klaus; Schnatterer, Albert; Utschick, Gerald Journal of Organic Chemistry, 1993 , vol. 58, # 22 p. 6049 - 6056

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Citation Number: 28

Abstract

Rates and products of 9, lO-dicyanoanthracene-sensitized photooxygenations of 1, l- diarylethylenes (la-r) in acetonitrile were studied. If at least one of the aryl groups carries an electron-donating substituent at the para (or ortho) position (la-1), 3, 3, 6, 6-tetraaryl-1, 2- dioxanes (2a-1) are generated in high yields (85-100%). Benzophenones (3) are the only other observable products. 1, l-Diphenylethylene (In) and its m-methoxy (lm), p-chloro (lo, ...