Enantioseparation of amino acid and mandelic acid enantiomers using Josiphos‐metal complexes as chiral extractants

Author:

Wang Hou1,Yang Yanning2,Qin Shuping1,Hu Kangyu1,Zhong Changyuan1,Ouyang Junying1,Liu Xiong1ORCID

Affiliation:

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

2. Hunan veterinary medicine and feed Supervision Institute Changsha Hunan China

Abstract

AbstractThe development of new and efficient chiral extractants has always been the research hotspot and difficulty in the field of chiral extraction. Josiphos, a famous ferrocene derivative catalyst, is employed as a chiral extractant in enantioseparation of amino acid and mandelic acid enantiomers. The influences of metal ions, organic solvents, pH of the aqueous solution, extractant concentrations, and extraction temperature on enantioselectivities are systematically studied. The result reveals that Josiphos‐Pd has good capabilities to enantioseparate 4‐nitro‐phenylalanine (Nphe), 3‐chloro‐phenylglycine (Cpheg), and mandelic acid (MA) with separation factors (α) of 3.30, 2.65, and 2.18, respectively. The pH of the aqueous phase and Josiphos‐Pd concentration affect the extraction significantly, whereas extraction temperature shows little influence. After optimizing by response surface method, the mathematical models for extractions are established. And the highest experimental performance factors (pf) for Nphe, Cpheg, and MA are 0.1843, 0.1335, and 0.08884, respectively.

Funder

Natural Science Foundation of Hunan Province

Publisher

Wiley

Subject

Organic Chemistry,Spectroscopy,Drug Discovery,Pharmacology,Catalysis,Analytical Chemistry

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