以（S,S）-DIOP为萃取剂对3-氯苯甘氨酸对映体进行对映选择性液-液萃取。

Enantioselective liquid-liquid extraction of 3-chloro-phenylglycine enantiomers using (S,S)-DIOP as extractant.

作者信息

Liu Xiong, Ma Yu, Xu Longqi, Liu Qi

机构信息

School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China.

College of Chemistry and Chemical Engineering, Central South University, Changsha, Hunan, China.

出版信息

Chirality. 2019 Sep;31(9):750-758. doi: 10.1002/chir.23111. Epub 2019 Jul 22.

DOI:10.1002/chir.23111

PMID:31328839

Abstract

(S,S)-DIOP, a common catalyst used in asymmetric reaction, was adopted as chiral extractant to separate 3-chloro-phenylglycine enantiomers in liquid-liquid extraction. The factors affecting extraction efficiency were studied, including metal precursors, organic solvents, extraction temperature, chiral extractant concentration, and pH of aqueous phase. (S,S)-DIOP-Pd exhibited good ability to recognize 3-chloro-phenylglycine enantiomers, and the operational enantioselectivity (α) is 1.836. The highest performance factor (pf) was obtained under the condition of extraction temperature of 9.1°C, (S,S)-DIOP-Pd concentration of 1.7 mmol/L, and pH of aqueous phase of 7.0. In addition, the possible recognition mechanism of (S,S)-DIOP-Pd towards 3-chloro-phenylglycine enantiomers was discussed.

摘要

（S,S）-二苯基膦酸酯（DIOP）是一种常用于不对称反应的催化剂，被用作手性萃取剂，通过液-液萃取法分离3-氯苯甘氨酸对映体。研究了影响萃取效率的因素，包括金属前驱体、有机溶剂、萃取温度、手性萃取剂浓度和水相pH值。（S,S）-DIOP-钯表现出良好的识别3-氯苯甘氨酸对映体的能力，操作对映选择性（α）为1.836。在萃取温度为9.1°C、（S,S）-DIOP-钯浓度为1.7 mmol/L、水相pH值为7.0的条件下，获得了最高的性能因子（pf）。此外，还讨论了（S,S）-DIOP-钯对3-氯苯甘氨酸对映体的可能识别机制。