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Scientific article
English

Symmetry Breaking in Chiral Ionic Liquids Evidenced by Vibrational Optical Activity

Contributors

Oulevey, Patric; Luber, Sandra; Varnholt, Birte; Buergi, Thomas

Published in

Angewandte Chemie, vol. 55, no. 39, p. 11787-11790

Publication date

2016

Abstract

Ionic liquids (ILs) are receiving increasing interest for their use in synthetic laboratories and industry. Being composed of charged entities, they show a complex and widely unexplored dynamic behavior. Chiral ionic liquids (CILs) have a high potential as solvents for use in asymmetric synthesis. Chiroptical methods, owing to their sensitivity towards molecular conformation, offer unique possibilities to study the structure of these chiral ionic liquids. Raman optical activity proved particularly useful to study ionic liquids composed of amino acids and the achiral 1-ethyl-3-methylimidazolium counterion. We could substantiate, supported by selected theoretical methods, that the achiral counterion adopts an overall chiral conformation in the presence of chiral amino acid ions. These findings suggest that in the design of chiral ionic liquids for asymmetric synthesis, the structure of the achiral counter ion also has to be carefully considered.

Keywords

  • density functional theory
  • ionic liquids
  • molecular dynamics
  • optical activity
  • Raman spectroscopy

UNIGE affiliation entities

UNIGE research groups

Citation (ISO format)

OULEVEY, Patric et al. Symmetry Breaking in Chiral Ionic Liquids Evidenced by Vibrational Optical Activity. In: Angewandte Chemie, 2016, vol. 55, n° 39, p. 11787–11790. doi: 10.1002/anie.201605792

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

1433-7851
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Technical informations

Creation

30/09/2016 08:41:00

First validation

30/09/2016 08:41:00

Update

15/03/2023 00:47:28

Status update

15/03/2023 00:47:27

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