U.v. irradiation of solutions of 1-substituted (CN, CO2H, CO–O–CO) acenaphtylenes gives mainly head-to-tail cis photocyclisation, whereas the heavy atom effect favours the head-to-head trans photodimer of 1-cyanoacenaphthylene; topochemical photodimerization of acenaphthylene-1-carboxylic acid in the solid state results in the head-to-head cis dimer.
H. Bouas-Laurent, A. Castellan, J. P. Desvergne, G. Dumartin, C. Courseille, J. Gaultier and C. Hauw, J. Chem. Soc., Chem. Commun., 1972, 1267 DOI: 10.1039/C39720001267
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