Supramolecular effects in the chiral discrimination of meta-methylbenzoyl cellulose in high-performance liquid chromatography
Supramolecular effects in the chiral discrimination of meta-methylbenzoyl cellulose in high-performance liquid chromatography
复制标题
高效液相色谱中间甲基苯甲酰纤维素手性判别的超分子效应
DOI：
10.1016/0021-9673(95)00686-9
复制
发表时间：
1995
影响因子：
4.1
通讯作者：
Tong Zhang
中科院分区：
文献类型：
--
作者：
E. Francotte;Tong Zhang
以间甲基苯甲酰纤维素(MMBC)为原料，采用不同的方法(蒸发或沉淀法)和不同的溶剂化方法制备了一系列手性固定相。使用一组外消旋化合物对这些CSP的层析性质进行了评价。沉积方法和溶剂对MMBC CSPs的光学分辨率都有很大的影响。令人惊讶的是，不仅在对映体选择性上观察到变化，而且在一些物质的对映体洗脱顺序上也观察到了变化。沉淀法沉积优于蒸发镀膜法。用沉淀法制备的MMBC相，无论是从纯二氯甲烷(MC-P)还是从含有苯酚的二氯甲烷溶液(MC-PHN)中制备的相，对映体选择性最高。对于所研究的大多数化合物，这两个CSP在分辨率方面表现出互补的性质，在某些情况下表现出相反的光学辨别模式。这一现象表明了手性聚合物MMBC的超分子结构对其手性识别能力的重要性。
A series of chiral stationary phases (CSPs) were prepared from meta-methylbenzoyl cellulose (MMBC) by deposition on silica using different methods (evaporation or precipitation) and various solvating agents. The chromatographic properties of these CSPs were evaluated using a set of racemic compounds. Both the methods of deposition and the solvating agent have a profound influence on the optical resolving power of the MMBC CSPs. Surprisingly, variations were observed not only in the enantioselectivities, but also in the enantiomeric elution order of some of the substances. The precipitation method of deposition is preferable to coating by evaporation. The highest enantioselectivities were obtained with the phases prepared by precipitation of MMBC, either from pure methylene chloride (MC-P), or from methylene chloride solution in the presence of phenol (MC-PHN). These two CSPs show complementary properties in terms of resolution for most compounds investigated and in some cases exhibit opposite optical discrimination patterns. This phenomenon points to the importance of the supramolecular structure of the chiral polymer MMBC on its chiral recognition capability.