Gas chromatographic enantiomer separation on long-chain alkylated β-cyclodextrin chiral stationary phases Original Research Article

Two new chiral stationary phases, heptakis(2,6-di-O-nonyl-3-O-trifluoroacetyl)-β-cyclodextrin (DNTBCD) and heptakis(2,6-di-O-dodecyl-3-O-trifluoroacetyl)-β-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(2,6-di-O-pentyl-3-O-trifluoroacetyl)-β-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 α-phenylethylamine derivatives separated on DPTBCD and DNTBCD stationary phases.