Study on Inclusion Complex Formation of m-Aminobenzoic Acid with Native and Substituted β-Cyclodextrins

The complex formation of native and substituted beta-cyclodextrins with m-aminobenzoic acid in water was characterized by calorimetry, H NMR and UV spectroscopic studies. These studies showed that beta-, hydroxypropyl-beta- and methyl-beta-cyclodextrins form 1:1 inclusion complexes with m-aminobenzo...

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Bibliographic Details
Published in:Journal of solution chemistry 2007-09, Vol.36 (9), p.1167-1176
Main Authors: Terekhova, Irina V., Obukhova, Natalya A.
Format: Article
Language:English
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Summary:The complex formation of native and substituted beta-cyclodextrins with m-aminobenzoic acid in water was characterized by calorimetry, H NMR and UV spectroscopic studies. These studies showed that beta-, hydroxypropyl-beta- and methyl-beta-cyclodextrins form 1:1 inclusion complexes with m-aminobenzoic acid. The thermodynamic properties of complex formation (K,Deltac G ,Deltac H ,Deltac S ) were calculated. It was found that the processes of complexation are mainly favorable entropically. Introduction of hydroxypropyl- and methyl-substituents into the beta-CD molecule results in negligible enhancement of stability of the complexes formed. The structure of these substituents has no influence on the stability constant values. The insertion of the carboxylic group of m-aminobenzoic acid into the cyclodextrin cavity was confirmed by H NMR data.
ISSN:0095-9782
1572-8927
DOI:10.1007/s10953-007-9170-1