A Speedy One-Pot Synthesis of Second-Generation Ionic Liquids Under Ultrasound and/or Microwave Irradiation

Giancarlo Cravotto; Luisa Boffa; Jean-Marc L'evêque; Julien Estager; Micheline Draye; Werner Bonrath

doi:10.1071/CH07309

RESEARCH ARTICLE

A Speedy One-Pot Synthesis of Second-Generation Ionic Liquids Under Ultrasound and/or Microwave Irradiation

Giancarlo Cravotto ^A ^D , Luisa Boffa ^A , Jean-Marc L'evêque ^B , Julien Estager ^B , Micheline Draye ^B and Werner Bonrath ^C

+ Author Affiliations

- Author Affiliations

^A Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via Giuria 9, 10125 Torino, Italy.

^B Polytech’ Savoie, Université de Savoie, 73376 Bourget du Lac cedex, France.

^C DSM Nutritional Products, Research and Development, PO Box 3255, CH 4002 Basel, Switzerland.

^D Corresponding author. Email: giancarlo.cravotto@unito.it

Australian Journal of Chemistry 60(12) 946-950 https://doi.org/10.1071/CH07309
Submitted: 30 August 2007 Accepted: 6 October 2007 Published: 4 December 2007

Abstract

The present work describes an efficient one-pot synthesis of second-generation ionic liquids (ILs), combining in one step the Menshutkin reaction and anion metathesis. Working in a closed vessel under microwaves, or better still under simultaneous ultrasound and/or microwave irradiation, in a few minutes a series of ILs with 1-methylimidazole or pyridine cores were obtained in high yields (80–97% isolated). Under conventional heating, ILs could not be prepared in one pot in acceptable times and yields, whereas our protocol, carried out with commercially available equipment, was highly effective and reproducible. Moreover, ¹H NMR analysis and ion-exchange chromatography showed that the present solventless procedure afforded satisfyingly pure ILs.

Acknowledgements

We are grateful to Drs G. Schiefer and D. Burger (DSM Nutritional Products Ltd) for analytical assistance and discussion. The present work was carried out under the auspices of the European Union COST Action D32 (working group D32/006). MIUR (FIRB 2003) and Regione Piemonte – CIPE bando 2004 are gratefully acknowledged for financial support.

References

A Speedy One-Pot Synthesis of Second-Generation Ionic Liquids Under Ultrasound and/or Microwave Irradiation

Abstract

Acknowledgements

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