The photochemical reactions of α-naphthonitrile with vinyl ethers gave two stereo-isomeric (2+2) cycloadducts, trans-1-cyano-8-alkoxy-2,3-benzobicyclo[4.2.0]octa-2,4-diene 1 and the cis isomer, 2, in 80–90% yields. From the results of fluorescence measurements and kinetic analysis, the photocycloaddition was established to occur from the lowest excited singlet state of α-naphthonitrile.
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Pac et al. (1973) studied this question.
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