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Studies on Enantioselective Liquid–Liquid Extraction of Amino‐(4‐nitro‐phenyl)‐acetic Acid Enantiomers: Modeling and Optimization
Author(s) -
Zhang Panliang,
Liu Chang,
Tang Kewen,
Liu Jiajia,
Zhou Congshan,
Yang Changan
Publication year - 2014
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22266
Subject(s) - chemistry , enantioselective synthesis , extraction (chemistry) , enantiomer , acetic acid , liquid–liquid extraction , chirality (physics) , binap , metal , nitro , ligand (biochemistry) , chromatography , catalysis , organic chemistry , alkyl , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark , biochemistry , receptor
BINAP‐metal complexes were prepared as extractant for enantioselective liquid–liquid extraction (ELLE) of amino‐(4‐nitro‐phenyl)‐acetic acid (NPA) enantiomers. The influence of process variables, including types of organic solvents and metal precursor, concentration of ligand, pH, and temperature on the efficiency of the extraction, were investigated experimentally. An interfacial reaction model was established for insightful understanding of the chiral extraction process. Important parameters required for the model were determined. The experimental data were compared with model predictions to verify the model prediction, It was found that the interfacial reaction model predicted the experimental results accurately. By modeling and experiment, an optimal extraction condition with pH of 7 and host (extractant) concentration of 1 mmol/L was obtained and high enantioselectivity (α op ) of 3.86 and performance factor ( pf ) of 0.1949 were achieved. Chirality 26:79–87, 2014 . © 2013 Wiley Periodicals, Inc.