Phototransformations of 6-X-5-Nitroquinoxalines

Author: Rtishchev N. I.   Selitrennikov A. V.  

Publisher: MAIK Nauka/Interperiodica

ISSN: 1070-3632

Source: Russian Journal of General Chemistry, Vol.74, Iss.3, 2004-03, pp. : 428-437

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Abstract

Photophysical properties and photochemical activity of 6-X-5-nitroquinoxalines with electron-donor substituents (X = H, CH3, Cl, OC2H5, NH2) ortho to the nitro group were studied. The quantum yield of the formation of 5-hydroxyquinoxaline from the corresponding nitro derivative depends on the nature of the substituent and irradiation conditions. Phototransformations can go through nitro-nitrite rearrangement with the participation of two alternative T(nπ*) levels, depending on the size and electronic effects of the substituent. The latter factor is largely determined by the population on excitation of different charge-transfer states involving the nitro group.