Chen Xiaoping, Zhou Zhiming, Yuan Hao, Meng Zihui
School of Chemical Engineering & the Environment, Beijing Institute of Technology, Beijing100081, PR China.
J Chromatogr Sci. 2008 Oct;46(9):777-82. doi: 10.1093/chromsci/46.9.777.
A novel chiral stationary phase (CSP) is obtained by linking the beta-CD to a chiral block (commercially available phenylglycinol) by rigid C=N bond. This chiral stationary phase exhibites good enantioselectivity for several alkylaromatic alcohols and a variety of ferrocene derivatives under reversed-phase conditions, with the best Rs value achieve up to 6.19. The hydrogen bonding interaction may be the primary factor, also pi-pi interaction or dipole-dipole interaction has some effect on chiral separation. The dependence of the natural logarithms of retention and selectivity factors (lnk' and lnalpha) on the inverse of temperature 1/T (van't Hoff plots) is used to determine thermodynamic data referring to the separation of the enantiomers. Calculated thermodynamic constants Delta(DeltaH degrees ), Delta (DeltaS degrees ), and Delta (DeltaG degrees ) are applied to help understand of the thermodynamic driving forces for retention and enantio-recognition for this chromatographic system. It can be concluded that the separations for all the investigated analytes on this CSP are enthalpically favored.
一种新型手性固定相（CSP）是通过刚性C=N键将β-环糊精与手性基团（市售苯甘醇）相连而获得的。在反相条件下，这种手性固定相对几种烷基芳醇和多种二茂铁衍生物表现出良好的对映选择性，最佳分离度Rs值可达6.19。氢键相互作用可能是主要因素，π-π相互作用或偶极-偶极相互作用对手性分离也有一定影响。利用保留因子和选择性因子的自然对数（lnk'和lnα）对温度倒数1/T的依赖性（范特霍夫曲线）来确定对映体分离的热力学数据。计算得到的热力学常数Δ(ΔH°)、Δ(ΔS°)和Δ(ΔG°)用于帮助理解该色谱系统中保留和对映体识别的热力学驱动力。可以得出结论，在这种CSP上对所有研究的分析物的分离在焓变上是有利的。
