Published June 2021 | Version v1
Journal article

Natural-based chiral task-specific deep eutectic solvents: A novel, effective tool for enantiodiscrimination in electroanalysis

  • 1. Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, Milano 20133 (Italy)
  • 2. Dipartimento di Farmacia, Università degli Studi di Pisa, Via Bonanno 33, Pisa 56126 (Italy)
  • 3. CNR Istituto di Scienze e Tecnologie Chimiche "Giulio Natta", Via C. Golgi 19, Milano 20133 (Italy)
  • 4. Dipartimento di Scienze e Tecnologie Chimiche, Università degli Studi di Roma Tor Vergata, Via della Ricerca Scientifica 1, Roma 00133 (Italy)

Description

Deep Eutectic Solvents (DESs) offer advantages similar to ionic liquid (IL) ones, with easier and more sustainable synthesis; moreover, bio-based DESs often include chiral components, surprisingly underexploited. A proof of concept is now offered of the impressive potential of enantiopure chiral DESs as chiral media for enantioselective electroanalysis. Three chiral DESs, consisting of a molecular salt with bio-based chiral cation [NopolMIm]+ combined with three natural and/or low-cost partners (levulinic acid, glycerol and urea), are introduced and investigated as chiral voltammetry media. Significant potential differences are observed for the enantiomers of a model chiral probe, with a dramatic tuning depending on the achiral DES component, reaching an impressive ~0.5 V in the levulinic acid case (while less efficient appears [NopolMIm]+ as chiral additive in IL). With the same medium good enantiodiscrimination is also observed for aminoacid tryptophan, a quite different probe and of applicative interest. These findings can be considered as a remarkable step further in chiral electroanalysis as well as in the development of task-specific enantioselective media.

Additional details

Identifiers

DOI
10.1016/j.electacta.2021.138189;
PII
S0013468621004795;

Publishing Information

Journal Title
Electrochimica Acta
Journal Volume
380
Journal Page Range
vp.
ISSN
0013-4686
CODEN
ELCAAV

Optional Information

Copyright
Copyright (c) 2021 Elsevier Ltd. All rights reserved.