ISSN:
1573-1111
Keywords:
Cyclodextrin
;
driving force
;
inclusion complexation
;
substituent effect
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The association constant values, Ka, for the inclusion of α- and β-CD with monosubstituted benzene derivatives were determined by means of UV-vis and fluorescence spectroscopy. The stability of the complexes is influenced by the properties of the substituents of the guest compounds. Regression analysis was used to create a set of inclusion models with the experimental association constant ln Ka and the corresponding substituent molar refraction Rm, hydrophobic constant π and Hammett σ constant of the benzene derivatives. The ln Ka value mainly correlated with Rm for α-CD and with both Rm and π for β-CD complexes. The association constants predicted by the models are in good agreement with the experimentally determined data. This suggests that the inclusion complexation of benzene derivatives with α-CD is predominantly driven by van der Waals force and with β-CD mainly by van der Waals force and hydrophobic interactions.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1007985107256
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