Bulletin of the Chemical Society of Japan p. 3331 - 3336 (1987)
Update date:2022-08-11
Topics:
Kojima, Masanobu
Sakuragi, Hirochika
Tokumaru, Katsumi
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-cyclohexen-1-ones, and 4.The formation of these products can be explained by photoinduced electron transfer in the excited CCT pairs generating radical cations of 1 and superoxide anions.
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