Gas chromatographic enantiomer separation on long-chain alkylated beta-cyclodextrin chiral stationary phases

Two new chiral stationary phases, heptakis(2,6-di-O-nonyl-3-O-trifluoroacetyl)-beta-cyclodextrin (DNTBCD) and heptakis(2,6-di-O-dodecyl-3-O-trifluoroacetyl)-beta-cyclodextrin (DDTBCD), were synthesized. The gas chromatographic enantiomeric separation of amines, alcohols, diols, carboxylic acids, amino acids, epoxides, halohydrocarbons and ketones were investigated on DNTBCD, DDTBCD and heptakis(2,w6-di-O-npentyl-3-O-trifluoroacetyl)-beta-cyclodextrin (DPTBCD) stationary phases. It is observed that DNTBCD exhibits the best chiral selectivity among three stationary phases for most racemates investigated. An enthalpy-entropy compensation effect exists within the a-phenylethylamine derivatives separated on DPTBCD and DNTBCD stationary phases. (C) 2000 Elsevier Science B.V. All rights reserved