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Studies on Enantioselective Liquid–Liquid Extraction of Amino‐(4‐nitro‐phenyl)‐acetic Acid Enantiomers: Modeling and Optimization
Authors:Panliang Zhang  Chang Liu  Kewen Tang  Jiajia Liu  Congshan Zhou  Changan Yang
Affiliation:1. Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Hunan, China;2. College of Chemistry and Chemical Engineering, Central South University, Hunan, China
Abstract: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 (αop) of 3.86 and performance factor (pf) of 0.1949 were achieved. Chirality 26:79–87, 2014. © 2013 Wiley Periodicals, Inc.
Keywords:enantioselective liquid‐liquid extraction  BINAP  metal complex  enantiomers  model
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