Direct separation of non-K-region mono-ol and diol enantiomers of phenanthrene, benz[a]anthracene, and chrysene by high-performance liquid chromatography with chiral stationary phases.
Direct separation of non-K-region mono-ol and diol enantiomers of phenanthrene, benz[a]anthracene, and chrysene by high-performance liquid chromatography with chiral stationary phases.
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采用手性固定相的高效液相色谱法直接分离菲、苯并[a]蒽和屈的非 K 区单醇和二醇对映体。
DOI：
10.1016/s0021-9673(01)94706-5
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发表时间：
1986
期刊：
影响因子：
--
通讯作者：
Yang,SK
中科院分区：
文献类型：
--
作者：
Weems,HB;Mushtaq,M;Fu,PP;Yang,SK
用高效色谱法对菲、苯并[a]蒽和蒽的26个海湾区和非海湾区单醇和二醇对映体进行了直接分离，色谱柱由γ-氨基丙基硅烷填充，其中(R)- n-)3,5-二硝基苯甲酰苯基甘氨酸（R- dnbpg）或(S)- n-（3,5-二硝基苯甲酰）亮氨酸（S- dnbl）以离子或共价键结合。一般来说，湾区单醇和二醇的对映体比非湾区衍生物的对映体更容易被分解。无论手性固定相是离子键还是共价键，对映体在任一手性固定相上的洗脱都是相同的。除了4-羟基-4-甲基-1,2,3,4-四氢苯[a]蒽、1,2,3,4-四氢苯[a]蒽反式-1,2-二醇和苯[a]蒽反式-1,2-二氢二醇的对映体外，r - dnbpg对映体的洗脱顺序与s- dnbl相反。对映体一般在r - dnbpg上比在s - dnbl上更有效地被分解。除了对映体4-羟基-1,2,3,4-四氢chrysene的洗脱顺序外，本研究结果与Pirkle及其同事提出的手性识别机制一致，他们开发了本研究中使用的手性固定相。
The direct separation of 26 bay region and non-bay region mon-ol and diol enantiomers of phenanthrene, benz[a]anthracene, adn chrysene was compared by high-performance chromatography on commercially availabe columns, packed with γ-aminopropylsilanized silica to which either (R)-N-)3,5-dinitrobenzoyl)phenylglycien (R-DNBPG) or (S)-N-(3,5-dinitrobenzoyl)leucine (S-DNBL) was either ionically or covalently bonded. In general, enantiomers of bay region monools and diols are more efficiently resolved thqnt those of non-bay region derivatives. Elution of enantiomers on eiter chiral stationary phase are the same, regrdless of of wheter the chiral stationary phase is ionically or covalently bonded. Except for the enantiomers of 4-hydroxy-4-methyl-1,2,3,4-tetrahydrobenz[a]anthracene, 1,2,3,4-tetrahydrobenz[a]anthracenetrans-1,2-diol, and benz[a]anthracenetrans-1,2-dihydrodiol, elution orders of resolved enantiomers ofR-DNBPG are reversed onS-DNBL. The enantiomers are generally more efficiently resolved onR-DNBPG than onS-DNBL. With the exception of the elution order of the enantiomeric 4-hydroxy-1,2,3,4-tetrahydrochrysene, th results of this study are consistent with the chiral recognition mechanisms propose by Pirkle and co-workers, who developed the chiral stationary phases used in this study.