Enantioselective liquid‐liquid extraction of DL‐mandelic acid using chiral diphosphine ligands as extractants. Issue 3 (22nd January 2019)

• Record Type: Journal Article
• Authors: Ma, Yu; Liu, Xiong; Zhou, Wenqi; Cao, Ting
• Is Part Of: Chirality. Volume 31:Issue 3(2019)
• Page Start: 248
• Page End: 255
• Publication Date: 2019-01-22
• Subjects: (S)‐BINAP -- (S)‐MeO‐BIPHEP -- (S)‐SEGPHOS -- enantioselective liquid‐liquid extraction -- mandelic acid; Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.23054
• Languages: English
• ISSNs: 0899-0042

Abstract

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. Abstract :