Croatica Chemica Acta, Vol. 79 No. 4, 2006.
Original scientific paper
Studies on the Acid–Base Equilibrium of Some Benzotriazolium Ylides
Neculai Doru Miron
Georgiana Surpateanu
Irinel Badea
Francine Cazier
Gheorghe Surpateanu
Abstract
Acidity constants of benzotriazolium salts and the corresponding ylides represent quantitative parameters for the estimation of their stability. Experimental pKa values were determined using UV-spectrometry. For each species involved in acid-base equilibria, the theoretical total energies Et, solvatation energies Es and UV-VIS electronic transitions were calculated by AM1, PM3, RHF/6-31G*, AM1/H2O and ZINDO methods, respectively. Theoretical parameters confirm the experimental pKa values. Acidity constants together with theoretical energies constitute critical parameters for achieving good yields for the synthesis of ylides from their corresponding benzotriazolium salts.
Keywords
benzotriazolium salts; ylides; acidity constants; theoretical parameters
Hrčak ID:
5762
URI
Publication date:
13.12.2006.
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