Photochemistry of azidostyrylquinolines: 3. Study of the photolysis products by electrospray mass spectrometry

摘要

The products of the photolysis of 2-and 4-(4'-azidostyryl)quinolines and their hydrochlorides were analyzed by electrospray mass spectrometry. Corresponding amino-, nitroso-and nitrostyrylquinolines were detected as major products and azo, hydrazo, and azoxy compounds as minor products. All these compounds are formed as a result of photodissociation of the N-N-2 bond and the subsequent reactions of nitrene. In addition, a number of unidentified products, as well as unsubstituted styrylquinolines, were detected. This finding indicates the photodissociation of the C-N-3 bond, a process that is unconventional in the photochemistry of aromatic azides.