Abstract
It was found that the quantum yield of 9-azidoacridine photodissociation was equal to 0.95 (in acetonitrile) and remained unchanged upon protonation. Quantum-chemical calculations on the structures of the azide and its cation in the ground (S0) and the lower single excited (S1) state were performed using semiempirical (PM3) and ab initio (HF, B3LYP) methods. The σ NN * antibonding orbital at the N-N2 bond was occupied in both of the azides in the S1 state; this fact is consistent with the photochemical activity of these compounds. Because of the presence of absorption bands in the visible region of the spectrum, 9-azidoacridinium hydrochloride is sensitive to visible light, and, among all of the currently known arylazides, it is sensitive to light with the longest wavelength: the quantum yield of its photodissociation is 0.65 on irradiation with 470-nm light.
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