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Enantioselective liquid‐liquid extraction of DL‐mandelic acid using chiral diphosphine ligands as extractants
Author(s) -
Ma Yu,
Liu Xiong,
Zhou Wenqi,
Cao Ting
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.23054
Subject(s) - mandelic acid , chemistry , enantioselective synthesis , extraction (chemistry) , chromatography , catalysis , organic chemistry
Abstract In order to expand the application range of chiral diphosphine ligands, ( S )‐BINAP, ( S )‐SEGPHOS, and ( S )‐MeO‐BIPHEP were employed as extractants to recognize DL‐mandelic acid. The results indicated that ( S )‐SEGPHOS‐Cu exhibited considerable ability to recognize DL‐mandelic acid with operational enantioselectivity ( α ) of 2.677. The process of extraction of DL‐mandelic acid using ( S )‐SEGPHOS‐Cu as extractant was systematically investigated. Performance factor ( pf ) was adopted to comprehensively evaluate the extraction. After optimization by response surface methodology (RSM), the optimal extraction condition is temperature of 5.5°C, ( S )‐SEGPHOS‐Cu concentration of 3.0 mmol/L, and pH of 8.0. And the predicted and experimental maximum values of pf were 0.26374 and 0.26839, respectively.