Abstract
Trans-1,3-diphenyl[1-14C] propene and cis-1,3-diphenyl [3-14C] propene and their inactive counterparts were photolysed in benzene at 365 nm in the presence of acetophenone (at 60°C and at room temperature) and Michler's ketone as sensitizers. The cis-trans isomerization can be explained within the mechanistic framework given for the stilbenes. Accompanying the cis-trans isomerization, there is a transposition of the 14C from the 1 to 3 position or vice versa; this transposition is interpreted as being caused by a [1,3] allylic shift on the olefin triplet. The observed effects on temperature changes are consistent with the proposed interpretation.
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More From: Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases
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