PHOTOLYSIS OF AROMATIC MONOAZIDES ON THE SILICA-GEL SURFACE

Photolysis of some aromatic monoazides adsorbed on the silica gel surf ace was studied with the use of thin-layer chromatography, IR spectros copy, and microanalytical drop reactions. It was shown that photopolym erization via triplet nitrene addition to the C=C double bond and via trans-cis isomerization of the original monoazide occurs, along with d egradation of the azide group and hydrogen abstraction by the triplet nitrene resulting in primary amines. Photooxidation of monoazides yiel ds carbonyl groups and nitroxyl radicals.