Abstract
Abstract Substitution of the pyridinio groups for the C(6)-OH’s of cyclodextrins (CD’s) brought about a remarkable increase in the binding constants (Ka) for 1 : 1 complexes of CD’s with inorganic anions, such as I−, SCN−, and ClO4−. The thermodynamic parameters for the complexation of native α-CD and its pyridinio derivatives showed that the increase in Ka is mainly driven by an enthalpy term (ΔH), and that the contribution of an entropy term (TΔS) is minor. In contrast, the increase in Ka is mainly driven by TΔS, and the contribution of ΔH is minor, for the systems of β- and γ-CD’s with the larger interior cavities. These results were explained in terms of the combined action of van der Waals and electrostatic interactions between the CD’s and anions, together with desolvation upon complexation.
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