Alkylated and silylated β-cyclodextrin for gas chromatographic chiral stationary phases

Three new chiral stationary phases, 2,6-di-O-heptyl-3-O-trimethylsilyl-β-cyclodextrin (DHTBCD), 2,6-di-O-pentyl-3-O-trimethylsilyl-β-cyclodextrin (DPTBCD) and 2,6-di-O-butyl-3-O-trimethylsilyl-β-cyclodextrin (DBTBCD), were synthesized. Chromatographic properties such as column efficiency, thermal stability and column life span, were studied. The separations of enantiomers, such as ketone, esters, alcohols and olefines, were investigated on the alkylated and silylated β-cyclodextrin stationary phases. The influence of diluent on chiral separation was studied. The experimental results indicate that the stationary phases show good chromatographic properties in separating enantiomers. It is observed that inclusion complexation and hydrogen bonding interaction hardly play a role in separating enantiomers.