Abstract: The photochemical reactions of several singlet arenecarbonitriles with aliphatic amines have been investigated. The reactions of 9-phenanthrenecarbonitrile with diethylamaine and its N-and aC-deuterated derivatives result in exclusive NH atom transfer to yield the diethylaminyl and 9-cyan0-9, lO-dihydrophenanthren-9-yl radicals in benzene solution. Increased solvent polarity results in the formation of both diethylaminyl and 1-( ...