PHOTO-CHEMICAL REACTION OF DICYANOANTHRACENE WITH ACETONITRILE IN THE PRESENCE OF AN ALIPHATIC AMINE - NOVEL PHOTO-CHEMICAL AMINATION

Photochemical reactions involving electron transfer followed by proton transfer are well examined on arene-amine systems.1For instance, irradiation of a solution of anthracene and a secondary amine in acetonitrile yielded both the 1 : 1 adducts and the reduction products of anthracene.2We now report that irradiation of 9, 10-dicyanoanthracene (1), a more powerful electron acceptor than anthracene itself, in acetonitrile in the presence of a primary, secondary, or tertiary amine did not yield the 1 : 1 adduct of the amine and 1 but reaction products between 1 and acetonitrile. © 1979, American Chemical Society. All rights reserved.