138905-02-9Relevant articles and documents
Photochemical Reaction between Acenaphthene and Arenecarbonitriles
Boggeri, Enrico,Fasani, Elisa,Mella, Mariella,Albini, Angelo
, p. 2097 - 2102 (2007/10/02)
Various aromatic nitriles have been irradiated in acetonitrile in the presence of acenaphthene.The observed reactions involve electron-transfer quenching of the singlet excited state of the nitriles, and lead to replacement of a cyano group with an acenaphthenyl when starting from 1,4-dicyanobenzene and 1,2,4,5-tetracyanobenzene .While 9,10-dicyanoanthracene (DCA) only biacenaphthenyls and reduced DCA are formed.With 1,4-dicyanonaphthalene the reaction is more complex, and both substitution of a cyano group and addition to yield 1- or 2-(acenaphthen-1-yl)-1,2-dihydro derivatives are obtained; furthermore, a product resulting from both reaction at the benzylic position and cycloaddition onto the 2a,3 bond of acenaphthene is isolated, and shown to be formed independently from the above adducts.