Facile Synthesis of a Chiral Ionic Liquid Derived from 1-Phenylethylamine

Syed A. Ashraf; Yingpit Pornputtkul; Leon A. P. Kane-Maguire; Gordon G. Wallace

doi:10.1071/CH06384

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Facile Synthesis of a Chiral Ionic Liquid Derived from 1-Phenylethylamine

Syed A. Ashraf ^A , Yingpit Pornputtkul ^A , Leon A. P. Kane-Maguire ^A and Gordon G. Wallace ^A ^B

+ Author Affiliations

- Author Affiliations

^A ARC Centre for Nanostructured Electromaterials, Intelligent Polymer Research Institute, University of Wollongong, Wollongong NSW 2522, Australia.

^B Corresponding author. Email: gwallace@uow.edu.au

Australian Journal of Chemistry 60(1) 64-67 https://doi.org/10.1071/CH06384
Submitted: 17 October 2006 Accepted: 19 December 2006 Published: 29 January 2007

Abstract

A simple route is described to enantiomerically pure ionic liquids derived from (+)- and (–)-1-phenylethylamine. These very low melting point (–42°C) ionic liquids, containing the bis(trifluoromethylsulfonylimide) anion, possess a wide electrochemical potential window between –2.0 and +2.0 V (versus Ag|AgCl). They show chiral discrimination between the enantiomeric forms of Mosher’s salt, suggesting their potential as media for electrochemical asymmetric syntheses or chiral chromatography.

Acknowledgments

The Australian Research Council is thanked for support. We are grateful to Dr J. Pringle of Monash University for the thermogravimetric analysis measurement.

References

Facile Synthesis of a Chiral Ionic Liquid Derived from 1-Phenylethylamine

Abstract

Acknowledgments

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