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

doi:10.1016/j.cjche.2020.08.009

Abstract

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

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

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.

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.

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