高等学校化学学报2013，Vol.34Issue(6)：1497-1504,8.DOI:10.7503/cjcu20120858
溶剂效应对手性咪唑衍生物对映异构体与固定相相互作用的影响
Influence of Solvent Effect on Interaction Between Chiral Imidazole Derivates Enantiomer and Stationary Phase
摘要
Abstract
The interaction between the enantiomers of two chiral imidazole derivates and polysaccharide-based chiral stationary phase cellulose tris (4-methylbenzoate) (Chiralcel O J) was studied via molecular simulation.The result shows that the solvent effect has significant influence on the interaction.In the solvent A with strong polarity,the complexes between R-enantiomer of the compounds and the stationary phase are more stable than those of S-enantiomer,which leads to S-enantiomer eluting firstly and R-enantiomer following.The result is accordant with the separation experiment reported in the reference.Under the condition of solvent B with weak polarity,the binding energies are similar between R and S enantiomers of the two compounds and the stationary phase,which can not make R and S enantiomers separated effectively.The analysis on the simulation result demonstrates that the enantiomers and the stationary phase repulse each other under long-distance effect.In the strong polar solvent,the long-distance electrostatic interaction is weakened,which is beneficial to distinguish the difference of the steric interaction between the enantiomers and the stationary phase and further separate the enantiomers.The analysis of energy shows that the intermolecular van der Waals energy,especially dispersion energy determines whether the enantiomers separated effectively or not on the stationary phase.关键词
对映异构体/纤维素一三(4-甲基苯甲酸酯)(Chiralcel OJ)/相互作用/分子模拟/洗脱顺序Key words
Enantiomer/ Cellulose tris (4-methylbenzoate) (Chiralcel OJ) / Interaction/ Molecular simulation/ Elution order分类
化学化工引用本文复制引用
胡桂香,骆成才,殷开梁,邹建卫,俞庆森..溶剂效应对手性咪唑衍生物对映异构体与固定相相互作用的影响[J].高等学校化学学报,2013,34(6):1497-1504,8.基金项目
国家自然科学基金(批准号:21002088)资助. （批准号:21002088）
