UV spectra and basicity constants of 2-substituted quinoxalines

The UV spectra of the bases and cations of a number of 2-substituted quinoxaline derivatives were investigated, and their basicity constants were determined. The investigated compounds were divided into two series, characterized, respectively, by ortho and meta orientations of the substituent and cationoid center, on the basis of correlations of the pKa values with the Hammett—Taft constants. The effect of the position of the protonation center relative to the substituent on the energy of the ^* transitions was examined within the framework of the simple MO LCAO method. The results of the calculations are compared with the experimentally observed shift in the¹L_b band in the UV spectra of some 2-substituted quinoxalines on passing from the bases to the monocations.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 398–403, March, 1973.