Complexation of Steroid Hormones with Cyclodextrin Derivatives: Substituent Effects of the Guest Molecule on Solubility and Stability in Aqueous Solution

1992 ◽  
Vol 81 (8) ◽  
pp. 756-761 ◽  
Author(s):  
E. Albers ◽  
B.W. Müller
Keyword(s):  
Aqueous Solution ◽  
Steroid Hormones ◽  
Guest Molecule ◽  
Substituent Effects ◽  
Cyclodextrin Derivatives

Substituent effects on the binding of phenols to cyclodextrins in aqueous solution

1989 ◽  
Vol 93 (18) ◽  
pp. 6863-6867 ◽  
Author(s):  
Gary L. Bertrand ◽  
James R. Faulkner ◽  
Soon M. Han ◽  
Daniel W. Armstrong
Keyword(s):  
Aqueous Solution ◽  
Substituent Effects

scholarly journals Carbonyl Addition Reactions: Factors Affecting the Hydrate–Hemiacetal and Hemiacetal–Acetal Equilibrium Constants

1975 ◽  
Vol 53 (6) ◽  
pp. 898-906 ◽  
Author(s):  
J. Peter Guthrie
Keyword(s):  
Aqueous Solution ◽  
Carbonyl Compounds ◽  
Equilibrium Constants ◽  
Substituent Effects ◽  
Steric Effects ◽  
Addition Reactions ◽  
Free Energies ◽  
Electronic Effects ◽  
Factors Affecting ◽  
Analogous Formula

Equilibrium constants for hydrate–hemiacetal interconversion in aqueous solution at 25° have been measured for four fluorinated carbonyl compounds: compound, alcohol, K4 (M−1): CF3CHO, C2H5OH, 2.3; CF3COCH3, CH3OH, 1.0; CF3COPh, CH3OH, 3.5; CF3COCF3, CH3OH, 0.14. These values, combined with values from the literature, permit an examination of substituent effects upon the equilibrium constant for[Formula: see text]The free energy change for this process, corrected for symmetry and steric effects, follows the equation[Formula: see text]Thus electronic effects upon this equilibrium are generally small and in fact are often smaller than steric effects.This analysis permits and justifies the calculation of free energies of formation of [Formula: see text] compounds from the (more generally measurable) free energies of formation of the analogous [Formula: see text] compounds.

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