Abstract
UV-VIS and 1H NMR (400 MHz) spectra of equimolar concentrations of all-trans-retinylidene tert-butylamine (RBA) and several halogenated acetic acids indicate that in chloroform, acids having pK a between 2 and 4 units could protonate only partially the Schiff base. In the case where full protonation occurred, a fast proton exchange was present between the iminium cation and the carboxylate anion. In methanol, all absorption spectra were all the same as well as the NMR data, indicating a leveling effect by the solvent.
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