The capillary gas chromatographic properties of four β-cyclodextrin derivatives with allyl groups or propyl groups on 3-position or 6-position of β-cyclodextrin Original Research Article

Four cyclodextrin derivatives (CDs), 2,6-di-O-pentyl-3-O-allyl-β-cyclodextrin, 2,3-di-O-pentyl-6-O-allyl-β-cyclodextrin, 2,6-di-O-pentyl-3-O-propyl-β-cyclodextrin and 2,3-di-O-pentyl-6-O-propyl-β-cyclodextrin, which with allyl groups or propyl groups on 3-position or 6-position of β-cyclodextrin respectively, were synthesized. The separation abilities of the four CDs as stationary phases for capillary gas chromatography (CGC) were examined. The four CDs not only could separate the disubstituted benzene isomers well, such as o, m-, p-cresol and o-, m-, p-xylene isomers, the four CDs also possessed enantioseparation abilities to some enantiomers, such as enantiomers of allethrone acetate, propargyllone acetate, and 2-bromopropionic acid methyl ester etc. The enantioseparation results also showed that, while all of the four CDs could well separate some enantiomers among enantiomers tested, all of the four CDs could not separate the other enantiomers at all. The four CDs possessed similar enantioseparation abilities to enantiomers tested by us, and this indicated that not only the substitute position of allyl groups or propyl groups on 3-position or 6-position of CDs did not affect the enantioseparation greatly, the double bond of allyl groups also did not play key role in the enantioseparation. This is different from the results obtained on CDs substituted with acyl groups.