Abstract

The quantum yield of photodissociation of 9-(4-azidophenyl)acridine (1) is equal to 0.82, and that of its protonated form 2 is 6.9·10−3. The observed quantum yield of the system can smoothly be controlled in these limits varying the acidity of the medium. According to quantum chemical data, reactivity difference between neutral azide 1 and cation 2 is caused by the fact that in the lowest singlet-excited state (S1) of azide 1 the antibonding σ*NN molecular orbital is occupied, while this orbital remains unoccupied in the excited state of cation 2.

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