Photochemical reactions of arenecarbonitriles with aliphatic amines. 1. Effect of arene structure on aminyl vs.. alpha.-aminoalkyl radical formation

FD Lewis, BE Zebrowski, PE Correa

Index: Lewis; Zebrowski; Correa Journal of the American Chemical Society, 1984 , vol. 106, # 1 p. 187 - 193

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Citation Number: 47

Abstract

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-( ...