期刊
JOURNAL OF MOLECULAR LIQUIDS
卷 283, 期 -, 页码 410-416出版社
ELSEVIER
DOI: 10.1016/j.molliq.2019.03.084
关键词
Chiral ionic liquids; Enantioselectivity; Chiral resolution; Mosher's acid; Thermophysical properties; Ecotoxicity
资金
- FCT/MCTES [UID/CTM/50011/2019]
- project Multi-purpose strategies for broadband agro-forest and fisheries by-products valorization: a step forward for a truly integrated biorefinery - FEDER, through COMPETE2020 - Programa Operacional Competitividade e Internacionalizacao (POCI) [POCI-01-0145-FEDER 016403]
- project ChiResus-Chiral resolution of drugs in centrifugal partition chromatography using enantioselective aqueous biphasic systems - FEDER, through COMPETE2020 - Programa Operacional Competitividade e Internacionalizacao (POCI) [POCI-01-0145-FEDER-030750]
- national funds (OE), through FCT/MCTES
- COST Action (EXIL - Exchange on Ionic Liquids) [CM1206, COST-STSM-CM1206-34926]
- FCT/MEC [IF/00402/2015]
The separation of enantiomers remains a major challenge for the pharmaceutical industry. In this work, eight chiral ionic liquids (CILs) directly derived from the 'chiral pool' were synthesized and characterized in order to develop enantioselective systems, for the chiral resolution. According to their chiral cations, three different groups of CILs were prepared, namely based on quinine, L-proline and L-valine, and their enantiomeric recognition ability evaluated. For that purpose the diastereomeric interactions between a racemic mixture of Mosher's acid sodium salt and each CIL were studied using F-19 NMR spectroscopy. The remarkable chemical shift dispersion induced by some CILs demonstrates their potential application in chiral resolution. Additionally the optical rotation, thermophysical properties and ecotoxicity against the marine bacteria Aliivibrio fischeri of these chiral ionic liquids were addressed. (C) 2019 Elsevier B.V. All rights reserved.
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