Wang L, Lü S, Gao P, Li S
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000.
Se Pu. 1999 Jul;17(4):357-9.
Several primary and secondary alcohols (ethanol, 1-propanol, 2-propanol, 1-butanol) were used as the mobile phase components separately, to investigate their effects on the capacity factor and stereoselectivity of sec-phenethyl alcohol enantiomers on cellulose tribenzoate-based CSP. The chiral recognition mechanism for the enantiomeric aromatic alcohols studied may involve: (1) the aromatic portion of the solute may insert into a chiral cavity of the CSP through a hydrogen bonding interaction between the solute's alcoholic hydrogen and the ester carbonyl group on the CSP; (2) the mobile phase modifiers (various alcohols) compete with the solutes for chiral, as well as achiral, binding sites on the CSP; (3) the structure of the modifier has some effect on stereoselectivity through an alteration of the steric environment of the chiral cavity.
分别使用几种伯醇和仲醇(乙醇、1-丙醇、2-丙醇、1-丁醇)作为流动相组分,以研究它们对基于三苯甲酸纤维素的手性固定相上仲苯乙醇对映体的容量因子和立体选择性的影响。所研究的对映体芳香醇的手性识别机制可能涉及:(1)溶质的芳香部分可通过溶质醇羟基氢与手性固定相上酯羰基之间的氢键相互作用插入手性固定相的手性空腔;(2)流动相改性剂(各种醇)与溶质竞争手性固定相上的手性以及非手性结合位点;(3)改性剂的结构通过改变手性空腔的空间环境对立体选择性有一定影响。