2,6-DI-O-PENTYL-3-O-TRIFLUOROACETYL CYCLODEXTRIN LIQUID STATIONARY PHASES FOR CAPILLARY GAS-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS

A series of liquid cyclodextrin derivatives, 2,6-di-O-pentyl-3-O-trifluoroacetyl α-, β- and γ-cyclodextrins (DP-TFA α-, β- and γ-CD), have been used as highly selective chiral stationary phases for capillary gas chromatography. More than 150 pairs of enantiomers were resolved; 120 on DP-TFA-γ-CD, which is the first reported γ-cyclodextrin stationary phase that is more widely useful than the β-cyclodextrin analogue. The enantiomers resolved include chiral alcohols, diols, polyols, amines, amino alcohols, halohydrocarbons, lactones, α-halocarboxylic acid esters, carbohydrates, epoxides, nicotine compounds, pyrans, furans and so on. Identical α values were observed for diol, amine and γ-halocarboxylic acid ester homologues, respectively. The relationship between the unusual selectivity behavior and separation mechanism is discussed. © 1990.