Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant

doi:10.1016/j.cjche.2020.08.009

中国化学工程学报 ›› 2021, Vol. 33 ›› Issue (5): 96-103.DOI: 10.1016/j.cjche.2020.08.009

• Separation Science and Engineering • 上一篇下一篇

Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant

Xiong Liu^1,2, Shuhuan Chen¹, Yu Ma¹, Wenjie Xiao¹

1 School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China;
2 Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, Xiangtan 411201, China

收稿日期:2020-03-16 修回日期:2020-08-03 出版日期:2021-05-28 发布日期:2021-08-19
通讯作者: Xiong Liu
基金资助:
This work was financially supported by National Natural Science Foundation of China (Grant No. 51703060) and Hunan Provincial Innovation Foundation for Postgraduate (Grant No. CX2018B673).

Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant

Xiong Liu^1,2, Shuhuan Chen¹, Yu Ma¹, Wenjie Xiao¹

1 School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China;
2 Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, Xiangtan 411201, China

Received:2020-03-16 Revised:2020-08-03 Online:2021-05-28 Published:2021-08-19
Contact: Xiong Liu
Supported by:
This work was financially supported by National Natural Science Foundation of China (Grant No. 51703060) and Hunan Provincial Innovation Foundation for Postgraduate (Grant No. CX2018B673).

摘要/Abstract

摘要： Chiral extractant plays a key role in chiral extraction, and considerable efforts have been undertaken for the development of new and efficient chiral extractants in recent years. This work demonstrated for the first time that chiral ferrocenyl diphosphine ligand (Mandyphos-Pd) had considerable ability to enantioseparate 3-Chlorophenylglycine enantiomers with separation factor (α) of 2.64. Mandyphos-Pd concentration and pH had significant influences on enantioselectivity, while operating temperature showed less influence. The extraction experiments can be performed at room temperature (20 ℃) which had the advantage of energy saving. After optimization, the highest performance factor (pf, 0.08376) was obtained at the condition of pH 7.8 and Mandyphos-Pd concentration 1.2 mmol·L^-1. According to the experimental results, the possible recognition mechanism was discussed.

关键词: Enantioseparation, Mandyphos, 3-Chlorophenylglycine, Response surface method, Recognition mechanism

Abstract: Chiral extractant plays a key role in chiral extraction, and considerable efforts have been undertaken for the development of new and efficient chiral extractants in recent years. This work demonstrated for the first time that chiral ferrocenyl diphosphine ligand (Mandyphos-Pd) had considerable ability to enantioseparate 3-Chlorophenylglycine enantiomers with separation factor (α) of 2.64. Mandyphos-Pd concentration and pH had significant influences on enantioselectivity, while operating temperature showed less influence. The extraction experiments can be performed at room temperature (20 ℃) which had the advantage of energy saving. After optimization, the highest performance factor (pf, 0.08376) was obtained at the condition of pH 7.8 and Mandyphos-Pd concentration 1.2 mmol·L^-1. According to the experimental results, the possible recognition mechanism was discussed.

Key words: Enantioseparation, Mandyphos, 3-Chlorophenylglycine, Response surface method, Recognition mechanism

Xiong Liu, Shuhuan Chen, Yu Ma, Wenjie Xiao. Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant[J]. 中国化学工程学报, 2021, 33(5): 96-103.

Xiong Liu, Shuhuan Chen, Yu Ma, Wenjie Xiao. Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant[J]. Chinese Journal of Chemical Engineering, 2021, 33(5): 96-103.

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Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant

Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant

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