ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Kinetics of enantioselective liquid-liquid extraction of phenylglycine enantiomers using a BINAP-copper complex as chiral selector

Pan-Liang Zhang, Jing-Jing Luo, Ke-Wen Tang, and Jian-Min Yi

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang, 414006, China

E-mail: tangkewen@sina.com

Abstract: Kinetic study of reactive extraction of phenylglycine (PhgH) racemate with S-BINAP ((S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene)-copper complex (BINAP-Cu) as the chiral selector was performed in a modified Lewis cell. The theory of extraction accompanied by a chemical reaction was applied to achieve insightful understanding of the extraction process. The effects of agitation speed, interface area, pH value of the aqueous phase, initial concentration of PhgH racemate, and initial concentration of BINAP-Cu on the specific rate of extraction were investigated. An extraction course was simulated based on the rate equations. The forward rate constants of 3.14 × 10⁻⁵ m^3.4 mol^−0.7 s⁻¹ for R-PhgH and 4.03 × 10⁻⁵ m^3.4 mol^−0.7 s⁻¹ for S-PhgH, respectively, were found. The modeled extraction course was in good agreement with the experimental one.

Keywords: liquid-liquid extraction – kinetics – model – phenylglycine enantiomers

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-014-0571-5

Chemical Papers 68 (10) 1317–1324 (2014)