Photochemical reactions of contact charge-transfer pairs of 1-arylcyclohexenes and oxygen.

M Kojima, H Sakuragi, K Tokumaru

Index: Kojima, Masanobu; Sakuragi, Hirochika; Tokumaru, Katsumi Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 9 p. 3331 - 3336

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Citation Number: 16

Abstract

Photoexcitation of contact charge-transfer (CCT) pairs of 1-arylcyclohexenes 1 (aryl: phenyl, 4-methylphenyl, and 4-methoxyphenyl) and oxygen in acetonitrile and benzene gave 1, 2- epoxy-1-arylcyclohexanes 2 as major products together with 2-aryl-2-cyclohexen-1-ols and acetophenones 4. Similar irradiation of the CCT pairs in methanol/acetonitrile afforded mainly 2-aryl-2-methoxycyclohexanols instead of 2 and small amounts of 1-aryl-1- ...