Abstract

Abstract Rotational isomers of 2,5-(trans-4-octeno)-p-benzoquinones, (1-A) and (1-B), behave distinctively in the photoreaction. The double bond in the side chain of 1-A cycloadds to the C (2) and C (5) of the quinone moiety, whereas 1-B is reluctant to do so. The results are interpreted in terms of frontier orbital interactions.

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