Measurements of the acidity constants in the ground (pKa(S0)), the lowest excited singlet (pKa(S1)), and triplet states (pKa(T1)) for 2-, 3-, 4-, and 9-phenanthrylamines have been carried out by spectrophotometry. The pKa values obtained were in the order of pKa(S0)>pKa(T1)>pKa(S1). The absorption and emission spectra of the phenanthrylamines were compared with the results of the calculations by means of the semi-empirical SCF-MO-CI method. A linear relationship between the pKa values and the net charge (or charge densities) in the ground and excited states was obtained both experimentally and theoretically.
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Tsutsumi et al. (1971) studied this question.
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