Enantioseparation of Sulphoxide Compounds with Cellulose-based Chiral Stationary Phase

Abstract

在纤维素型手性固定相Ch iralcel OD-H正相条件下对6个亚砜化合物进行了拆分,考察了流动相中极性醇添加剂的含量、柱温等对保留及手性拆分效果的影响。与手性硫原子相连的苯环上含有吸电子取代基的化合物拆分效果不理想,而苯甲亚砜、苯乙亚砜及对甲氧基苯甲亚砜得到了基线分离。当流动相为正己烷:异丙醇(92.5∶7.5,V/V),流速1.0 mL/m in,柱温25℃时,3个化合物的分离因子分别为1.351、1.369和1.151,出峰时间在26 m in以内。利用热力学方法对手性拆分机理进行了深入探讨。Six sulphoxide compounds were enantioseparated with a cellulose-based chiral stationary phase,Chiralcel OD-H,in the normalphase mode.The effects of the amount of polar alcohol in the mobile phase and the column temperature on the retention and enantioseparation were studied.It showed that the substance(containing) electron-withdrawing substituent in the aromatic ring exhibited low enantioseparation.Methyl phenyl sulphoxide,ethyl phenyl sulphoxide and methyl 3-methoxyphenyl sulphoxide can be baseline separated,the separation factors are 1.351,1.369 and 1.151 respectively when n-hexane/2-propanol(92.5∶7.5,V/V) was used as eluent,at a flow rate of 1.0 mL/min at 25℃.The retention times were in 26 min.The mechanism of chiral recognition was discussed further by thermodynamic method.福建省高校重点科技项目基金(No.JA99210);; 福建省科技厅三项经费(No.K02092);; 福建省自然科学基金(No.C0540024)资

    Similar works