205502-09-6Relevant articles and documents
Photochemical Transformations of 5-Nitroquinoxalines
Rtishchev,Selitrenikov,El'tsov
, p. 451 - 462 (2007/10/03)
The optical and photochemical properties of 2,3,6-trimethyl-5-nitroquinoxaline have been studied. The electron transitions in the molecules of 2,3,6-trimethyl-5-nitroquinoxaline and 5-hydroxy-2,3,6-trimethylquinoxaline formed by photolysis of the nitro derivative, have been interpreted using appropriate model compounds. The spectral sensitivity of the photochemical reactions in various solvents was explained in terms of two possible mechanisms of transformation of the nitro- into hydroxyquinoxaline: photochemical nitro-nitrite rearrangement through the T1(ππ*) state (λ 313 and 334 nm) and homolytic dissociation of the Ar-NO2 bond (λ 253.7 nm). The strong increase in the quantum yield of formation of the hydroxyquinoxaline along the first mechanism on protonation of the quinoxaline nucleus has been correlated with the energy diagram of the nitroquinoxaline conjugate acid.