Biodegradable Ionic Liquids: Selected Synthetic Applications

Sandrine Bouquillon; Thomas Courant; Darrell Dean; Nicholas Gathergood; Saibh Morrissey; Bruce Pegot; Peter J. Scammells; Robert D. Singer

doi:10.1071/CH07257

RESEARCH ARTICLE

Biodegradable Ionic Liquids: Selected Synthetic Applications

Sandrine Bouquillon ^A , Thomas Courant ^A , Darrell Dean ^B ^C , Nicholas Gathergood ^D ^E , Saibh Morrissey ^D , Bruce Pegot ^D , Peter J. Scammells ^C ^E and Robert D. Singer ^B

+ Author Affiliations

- Author Affiliations

^A Université de Reims Champagne-Ardenne, UFR Sciences UMR 6519, BP1039, 51687 Reims Cedex 2, France.

^B Department of Chemistry, Saint Mary’s University, Halifax, Nova Scotia, B3H 3C3 Canada.

^C Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University, Parkville VIC 3052, Australia.

^D National Institute for Cellular Biotechnology, School of Chemical Sciences, Dublin City University, Glasnevin, Dublin 9, Ireland.

^E Corresponding authors. Email: peter.scammells@vcp.monash.edu.au; nick.gathergood@dcu.ie

Australian Journal of Chemistry 60(11) 843-847 https://doi.org/10.1071/CH07257
Submitted: 24 July 2007 Accepted: 6 September 2007 Published: 1 November 2007

Abstract

3-Methyl-1-(propyloxycarbonylmethyl)imidazolium octylsulfate 1a and 3-methyl-1-(pentyloxycarbonylmethyl)imidazolium octylsulfate 2a are ionic liquids that have previously been shown to be readily biodegradable in the CO₂ headspace test (ISO 14593). In the present study, these ionic liquids were evaluated as reaction media for Diels–Alder and hydrogenation reactions. The comparison of the performance of these two designer solvents in these reactions with those conducted in other, non-biodegradable ionic liquids has demonstrated that they are comparable and viable solvents.

Acknowledgements

We gratefully acknowledge the Australian Research Council (ARC Linkage International to P.J.S. and R.D.S.), the Natural Sciences and Engineering Research Council of Canada (NSERC-Discovery to R.D.S. and NSERC–Research Capacity and Development to S.M.U.), EGIDE for T.C., and Enterprise Ireland (to N.G., S.M., B.D.) for support of this research.

References

Biodegradable Ionic Liquids: Selected Synthetic Applications

Abstract

Acknowledgements

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