Journal of the Chemical Society. Perkin transactions II p. 99 - 104 (1993)
Update date:2022-08-31
Topics:
Balon, Manuel
Hidalgo, Jose
Guardado, Pilar
Munoz, Maria A.
Carmona, Carmen
The absorption and fluorescence spectra of a set of dehydro and fully aromatic β-carboline (9H-pyrido<3,4-b>indole) derivatives have been investigated in aqueous solutions of varying acidity.Within the pH-range, cationic (nitrogen protonation) and neutral species are evidenced from both absorption and fluorescence spectra.Additional zwitterionic species can also be detected from the fluorescence spectra.In highly basic media, outside the pH-range, anionic species (pyrrolic nitrogen deprotonation) are formed.Ground state ionization constants for the differentacid-base equilibria involving these species have been determined spectrophotometrically at 25 deg C.Lowest excited singlet state pKas have been estimated from the Foerster-Weller cycle.The influence of structural variations on the spectra and on the acid-base properties of these compounds is discussed.
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