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.

Deep eutectic Solvents with Bio-Based Chiral Cations : a New Electroanalytical Approach for the Enantiomeric Excess Determination of Chiral Probes / S. Arnaboldi, S. Grecchi, E. Emanuele, L. Guazzelli, M. Longhi, F. Arduini, L. Micheli, P.R. Mussini. ((Intervento presentato al 71. convegno Annual ISE Meeting tenutosi a online nel 2020.

Deep eutectic Solvents with Bio-Based Chiral Cations : a New Electroanalytical Approach for the Enantiomeric Excess Determination of Chiral Probes

S. Arnaboldi;S. Grecchi;M. Longhi;P.R. Mussini
2021-09-03

Abstract

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.
Settore CHIM/02 - Chimica Fisica
Settore CHIM/01 - Chimica Analitica
International Society of Electrochemistry
Deep eutectic Solvents with Bio-Based Chiral Cations : a New Electroanalytical Approach for the Enantiomeric Excess Determination of Chiral Probes / S. Arnaboldi, S. Grecchi, E. Emanuele, L. Guazzelli, M. Longhi, F. Arduini, L. Micheli, P.R. Mussini. ((Intervento presentato al 71. convegno Annual ISE Meeting tenutosi a online nel 2020.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/867440
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