[The resolution of racemic sec-phenethyl alcohol on cellulose tribenzoate-based CSP: influence of different alcohols in the mobile phase].
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.
Wang
L
L
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000.
Lü
S
S
Gao
P
P
Li
S
S
D020001:1-Butanol; D019840:2-Propanol; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D000431:Ethanol; D010626:Phenylethyl Alcohol / Q000032:analysis*; D013237:Stereoisomerism
D000431:Ethanol; D020001:1-Butanol; D010626:Phenylethyl Alcohol; D019840:2-Propanol