Theoretical studies of inclusion complexes of ?-cyclodextrin with methylated benzoic acids

摘要: AM1 semiempirical molecular orbital calculations have been performed on the inclusion complexes of β-cyclodextrin (β-CD) with methylated benzoic acids in two orientations, “head-first” and “tail-first” positions. In former, CO2H group points toward primary hydroxyls CD. latter, it away from them. Out 30 possible complexes, results predict only three clearly stable complexes. These are β-CD 4-methyl acid head-first position, 2,4-dimethyl 3,5-dimethyl tail-first position. The orientations correlate total number intramolecular hydrogen bonds intermolecular bonds. stability a complex also correlates closeness host guest geometries to their isolated molecule geometries. © 1997 John Wiley & Sons, Inc. Int J Quant Chem 64: 711–719,