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Enantioselective liquid‐liquid extraction of 3‐chloro‐phenylglycine enantiomers using ( S , S )‐DIOP as extractant
Author(s) -
Liu Xiong,
Ma Yu,
Xu Longqi,
Liu Qi
Publication year - 2019
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.23111
Subject(s) - chemistry , enantiomer , extraction (chemistry) , enantioselective synthesis , aqueous solution , liquid–liquid extraction , chromatography , catalysis , aqueous two phase system , phase (matter) , stereochemistry , organic chemistry
( S , S )‐DIOP, a common catalyst used in asymmetric reaction, was adopted as chiral extractant to separate 3‐chloro‐phenylglycine enantiomers in liquid‐liquid extraction. The factors affecting extraction efficiency were studied, including metal precursors, organic solvents, extraction temperature, chiral extractant concentration, and pH of aqueous phase. ( S , S )‐DIOP‐Pd exhibited good ability to recognize 3‐chloro‐phenylglycine enantiomers, and the operational enantioselectivity ( α ) is 1.836. The highest performance factor ( pf ) was obtained under the condition of extraction temperature of 9.1°C, ( S , S )‐DIOP‐Pd concentration of 1.7 mmol/L, and pH of aqueous phase of 7.0. In addition, the possible recognition mechanism of ( S , S )‐DIOP‐Pd towards 3‐chloro‐phenylglycine enantiomers was discussed.