Synthesis and Characterization of a Glycine-L-Histidine-Based Chiral Ionic Liquid and Enantioselectivity Evaluation by Fluorescence Spectroscopy
Document Type
Article
Publication Date
6-9-2022
Abstract
A chiral ionic liquid (CIL) derived from the dipeptide glycine-L-histidine (Gly-L-His) cation and bis(trifluoroethyl)sulfonyl imide (NTF2) anion was prepared. The CIL was synthesized via ion-exchange and evaluated for purity, melting points, thermal stability, and chiral recognition ability. The thermal decomposition temperature of [Gly-L-His][NTF2] CIL was 356 °C. The melting point of the CIL was ∼100 °C. The CIL was found to have a fluorescence emission peak with a λmax at 440 nm upon excitation at 364 nm. Fluorescence spectroscopy studies showed that the CIL exhibited chiral recognition ability for enantiomers of naproxen, propranolol, and 2,2,2-trifluoroanthryl ethanol. The glycine-L-histidine bis(trifluoroethyl) sulfonyl imide IL effectively served as a solvent and chiral selector. The high thermal stability of this CIL indicates potential to be used as a solvent and chiral selector in high temperature reactions and as a stationary phase for gas chromatography.
DOI
https://doi.org/10.1002/slct.202201259
Publication Information
Kimaru, Irene W. and Maltese, Leanne (2022). "Synthesis and Characterization of a Glycine-L-Histidine-Based Chiral Ionic Liquid and Enantioselectivity Evaluation by Fluorescence Spectroscopy." Chemistry Select 7.22, e202201259-.
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