A hybrid process for chiral separation of compound-forming systems.
A hybrid process for chiral separation of compound-forming systems.
复制标题
DOI：
10.1002/chir.20886
复制
发表时间：
2011-02
期刊：
影响因子：
2
通讯作者：
L. Gou;Simone Robl;K. Leonhard;H. Lorenz;M. Sordo;Anna Butka;Stefan Kesselheim;M. Wolff;A. Seidel-Morgenstern;K. Schaber
中科院分区：
文献类型：
--
作者：
L. Gou;Simone Robl;K. Leonhard;H. Lorenz;M. Sordo;Anna Butka;Stefan Kesselheim;M. Wolff;A. Seidel-Morgenstern;K. Schaber
最近讨论了使用混合工艺解决手性化合物形成系统的问题。这个概念具有很大的相关性，因为这些系统构成了大多数手性物质。在这项研究中，提出了一种新颖的混合工艺，它将萃取和随后的优先结晶相结合，适用于此类系统的解析。在萃取过程中应用的支撑液膜可提供对映体富集。该膜含有手性化合物溶液，作为一种对映体的选择性载体。使用用于实际溶剂化方法的类导体筛选模型筛选大量液膜和潜在载体，从而鉴定出几种有前途的载体，并在几次萃取运行中进行了实验测试，旨在从外消旋进料溶液中产生富集的 (+)-(S)-扁桃酸 (MA) 溶液。最有前途的体系由四氢萘作为液膜和氢奎宁-4-甲基-2-喹啉醚（HMQ）作为手性载体组成，对映体过量平均达到15%。通过随后的优先结晶，从富集溶液中成功生产出纯度高于96%的(+)-(S)-MA，证明了混合工艺的适用性。
The resolution of chiral compound-forming systems using hybrid processes was discussed recently. The concept is of large relevance as these systems form the majority of chiral substances. In this study, a novel hybrid process is presented, which combines pertraction and subsequent preferential crystallization and is applicable for the resolution of such systems. A supported liquid membrane applied in a pertraction process provides enantiomeric enrichment. This membrane contains a solution of a chiral compound acting as a selective carrier for one of the enantiomers. Screening of a large number of liquid membranes and potential carriers using the conductor-like screening model for realistic solvation method led to the identification of several promising carriers, which were tested experimentally in several pertraction runs aiming to yield enriched (+)-(S)-mandelic acid (MA) solutions from racemic feed solutions. The most promising system consisted of tetrahydronaphthalene as liquid membrane and hydroquinine-4-methyl-2-quinolylether (HMQ) as chiral carrier achieving enantiomeric excesses of 15% in average. The successful production of (+)-(S)-MA with a purity above 96% from enriched solutions by subsequent preferential crystallization proved the applicability of the hybrid process.