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《Chinese Journal of Inorganic Chemistry》 2004-03
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Enantioselective Separation of Mandelic Acid Enantiomers by Chiral Ligand

TANG Ke-Wen*,1 CHEN Guo-Bin1 ZHOU Chun-Shan2(1Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414000)(2College of Chemistry and Chemical Engineering, Central South University, Changsha 410083)  
Based on chiral ligand exchange, the distribution behavior of mandelic acid enantiomers in the two-phase system containing copper ion(Ⅱ)(Cu2+) and N-n-dedecane-L-hydroxyproline (L), was studied. At different pH, the partition of Cu2+ in the two-phase system containing N-n-dedecane-L-hydroxyproline, was investigated. The formation constant of binary cpmplex(Li2Cu) was obtained by regression. The influence of pH, concentrations of Cu2+ and chiral ligand, and solvents on partition coefficients(K) and separation factor(α), was discussed. The experimental results show that Li forms more stable ternary complex with D-mandelic acid than with L- mandelic acid. There is a large influence of pH on K and α. At low pH values (3.5), formation of binary complexes is thermodynamically unfavourable. K and α are best when pH values are above 3.5 and the molar ratio of chiral ligand to Cu2+ is 2:1. At the same time, solvents influence K and α very much.
【Fund】: 国家自然科学基金资助项目(No.20376085);; 湖南省自然科学基金资助项目(No.03JJY3020);; 湖南省教育厅重点资助项目(No.03A014)。
【CateGory Index】: O658.2
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