ISSN:
1573-1111
Keywords:
cyclodextrins
;
phenols
;
inclusion complexes
;
spectrophotometry
;
thermodynamic quantities
;
13C NMR
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Equilibrium constants for the formation of 1 : 1 inclusioncomplexes of α-cyclodextrin (α-CD) with neutral and anionic phenol derivatives (3- and 4-cyanophenols and 3- and 4-nitrophenols) have been evaluated at 5, 12, 25, and 35 °C by means of spectrophotometry. Similarly, the equilibrium constants have been determined for the inclusion complexes ofβ-cyclodextrin (β-CD) with the phenols. Enthalpy and entropy changes for the formationof the inclusion complexes have been estimated from the temperature dependences of theequilibrium constants. With α-CD, the enthalpy andentropy changes for the anionic species have been found to be more negative than those for the neutral ones, except for 4-cyanophenol, suggesting that the inclusion complexes of the anionic species are more rigid than those of the neutral species. From analyses of chemical shift differences in 13C NMR spectra of 3- and 4-cyanophenolsand 3- and 4-nitrophenols in aqueous solutions with and without CDs, a nitro ora cyano group has been found to be first bound to the α- and β-CD cavities.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1008199921925
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