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Spectrophotometric Studies of the Influence of Organic Solvents and Substituents on Some Schiff Bases
Authors:S. P. Sovilj  V. M. Vasić  D. Lj. Stojić  B. Stojčeva-Radovanović  Ljubica T. Petkovska
Affiliation:1. Faculty of Chemistry , University of Belgrade , P. O. Box 158, 11 001 , Belgrade , Yugoslavia;2. Department of Chemistry , Institute of Nuclear Science, “Vin?a” , P. O. Box 522, 11 001 , Belgrade , Yugoslavia;3. Faculty of Philosophy Ni? , 18 000 , Ni? , Yugoslavia
Abstract:The effect of the substituents, solvent polarities and hydrogen ion concentration on the electronic structure and UV/VIS absorption spectra of some Schiff bases, derivatives of N-(R-benzylidene)benzidine (R = o-NO2 and o-OH, p-OH) and N-(R-furfurylidene)benzidine (R = H and 5 - NO2), have been studied. The spectral shifts obtained in various organic solvents were discussed on the basis of the specific solute - solvent interactions through the formation of hydrogen bonds between hydrogen-bond donor (HBD) solvents and the benzidine nitrogen atom of the Schiff bases. Some interpretations of the electronic aspects of this type of hydrogen bonding were discussed as well as the stabilization effects due to the solvation. Finally, the pK values of the compounds were determined.
Keywords:Schiff bases  organic solvents  spectrophotometric studies
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