Abstract

The previously reported intramolecular photocycloaddition of 1-allyl-1,2-dihydro-1,4-dicyanonaphthalene ( 4) is a triplet process. The corresponding 1-benzyl derivative ( 6) is photochemically inert, whereas the two diastereoisomeric 1-(1-acenaphthenyl derivatives ( 7 and 8) react through the triplet (localized on the styrene moiety) by hydrogen abstraction and closure of the diradical to form products containing an additional ring ( 9 and 10 respectively).

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