Abstract
Irradiation of cis, trans-l,2-dibenzoyl-3-methylcyclopropane ( cis-1a) produced trans, trans-1,2-dibenzoyl-3-methylcyclopropane ( trans-1a). This cis– trans isomerization was shown to be reversible through cleavage of the bond beta to both carbonyl (1,2-bond fission) while irradiation of cis, trans-l,2-dibenzoyl-3-phenylcyclopropane ( cis-1b) gave trans, trans-1,2-dibenzoyl-3-phenylcyclopropane ( trans-1b) irreversibly through cleavage of the bond beta to both carbonyl groups (1,2-bond fission) and the bond beta to phenyl group (1,3-bond fission). 1,2-bond fission of optically active trans-1b showed racemization only under irradiation. This racemization of trans-1b was considered to be responsible for irreversible cis– trans isomerization of cis, trans-1,2-dibenzoyl-3-phenylcyclopropane ( cis-1b).
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