Abstract.
Fluorescence spectroscopy has been used to determine the binding constants (K) for inclusion complexes of six kinds ofp-Akyphenols withβ-cyclodextrin (β-CDx), heptakis(2,6-di-O-methyl)-β-CDx (DMe-β-CDxg), and heptakis(2,3,6-tri-O-methyl)-β-CDx (TMe-β-CDx). The stability of the inclusion complex of each cyclodextrin increases with increasing alkyl chain length of thep-alkylphenol. TheK values decrease in the order of DMe-β-CDx,β-CDx, and TMe-β-CDx for each guest. In complexation of 3-(p-hydroxyphenyl)-1-propanol (3) withβ-CDx as well as with DMe-β-CDx, negative enthalpy (ΔH) and positive entropy changes (ΔS) have been obtained, suggesting both van der Waals and hydrophobic interactions as binding forces. The inclusion of 3 by TMe-β-CDx, however, is an enthalpically favorable but entropically unfavorable process. The van der Waals interactions may be the main binding forces for complexing3 with TMe-β-CDx.
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Kano, K., Tamiya, Y. & Hashimoto, S. Binding forces in complexation ofp-alkylphenols withβ-cyclodextrin and methylatedβ-cyclodextrins. J Incl Phenom Macrocycl Chem 13, 287–293 (1992). https://doi.org/10.1007/BF01042787
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DOI: https://doi.org/10.1007/BF01042787