Zukowski J, Sybilska D, Bojarski J, Szejtli J
Institute of Physical Chemistry, Polish Academy of Sciences, Warsaw.
J Chromatogr. 1988 Feb 19;436(3):381-90. doi: 10.1016/s0021-9673(00)94597-7.
The correlation between the capacity factors of enantiomers of chiral barbiturates and the concentrations of beta-cyclodextrin, heptakis(2,6-di-O-methyl)-beta-cyclodextrin and heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin dissolved in the mobile phase was studied using LiChrosorb RP-18 as the stationary phase. Owing to the very strong adsorption of permethylated beta-cyclodextrin on the ODS surface a chiral stationary phase is generated dynamically and forms complexes with the solutes; this mechanism has been found to be the only factor responsible for the chiral recognition of the investigated compounds at all applied concentrations. The inclusion of barbiturates in the cavities of permethylated beta-cyclodextrin involves a distinct and entirely new kind of enantioselectivity compared with that observed for beta-cyclodextrin and its dimethyl derivative. Using permethylated beta-cyclodextrin baseline resolutions have been obtained with barbiturates containing a chiral centre in the heterocyclic ring or in the aliphatic side-chain.
以LiChrosorb RP - 18为固定相，研究了手性巴比妥类对映体的容量因子与溶解在流动相中的β - 环糊精、七（2,6 - 二 - O - 甲基）-β - 环糊精和七（2,3,6 - 三 - O - 甲基）-β - 环糊精浓度之间的相关性。由于全甲基化β - 环糊精在ODS表面的吸附很强，动态生成了手性固定相并与溶质形成络合物；已发现该机制是在所应用的所有浓度下对所研究化合物进行手性识别的唯一因素。与β - 环糊精及其二甲基衍生物相比，全甲基化β - 环糊精空腔中包含巴比妥类涉及一种独特且全新的对映选择性。使用全甲基化β - 环糊精，已实现了在杂环或脂肪族侧链中含有手性中心的巴比妥类的基线分离。
