Preparation of second generation ionic liquids by efficient solvent-free alkylation of N-heterocycles with chloroalkanes

Molecules

Volumn 13, Issue 1, 2008, Pages 149-156

  Cravotto, Giancarlo ^a   Gaudino, Emanuela Calcio ^a   Boffa, Luisa ^a   Lévêque, Jean Marc ^b   Estager, Julien ^b   Bonrath, Werner ^c  

^a UNIVERSITY OF TURIN   (Italy)

^b UNIVERSITÉ DE SAVOIE   (France)

^c DSM NUTRITIONAL PRODUCTS LTD   (Switzerland)

Author keywords

Chloroalkanes; Ionic liquids; Microwaves; One pot reaction; Ultrasound

Indexed keywords

CHLORINE DERIVATIVE; HETEROCYCLIC COMPOUND; IONIC LIQUID; SOLVENT;

ALKYLATION; ARTICLE; CHEMISTRY; MICROWAVE RADIATION; SYNTHESIS; ULTRASOUND;

ALKYLATION; CHLORINE COMPOUNDS; HETEROCYCLIC COMPOUNDS; IONIC LIQUIDS; MICROWAVES; SOLVENTS; ULTRASONICS;

EID: 38949210336     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules13010149     Document Type: Article

References (19)

1. Wilkes J.S. Introduction. In: Ionic Liquids in Synthesis; Wassercheid, P., Welton, T. (eds.); Wiley-VCH: Weiheim, Germany, 2002; p. 1.
2. Welton, T. Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis. Chem. Rev. 1999, 99, 2071-2083.
3. Lévêque, J.-M.; Estager, J.; Draye, M.; Boffa, L.; Cravotto G.; Bonrath, W. Synthesis of ionic liquids using non-conventional activation methods: An Overview. Monatshe. Chem. 2007, 138, 1103-1113.
4. Loupy, A. (Ed.). Microwaves in Organic Synthesis; Wiley-VCH: Weinheim, Germany, 2006.
5. Cravotto, G.; Cintas, P. Power ultrasound in organic synthesis: moving cavitational chemistry from academia to innovative and large-scale applications. Chem. Soc. Rev. 2006, 35, 180-196.
6. Lévêque, J.-M.; Cravotto, G. Microwaves, Power Ultrasound and Ionic Liquids. A new Synergy in Green Organic Synthesis. Chimia 2006, 60, 313-320.
7. Cravotto, G.; Cintas, P. The Combined Use of Microwaves and Ultrasound: New Tools in Process Chemistry and Organic Synthesis. Chem. Eur. J., 2007, 13, 1902-1909.
8. Varma, R. S.; Namboodiri, V. V. An expeditious solvent-free route to ionic liquids using microwaves. Chem. Commun. 2001, 643-644.
9. Law, M. C.; Wong, K. Y.; Chan, T. H. Solvent-free route to ionic liquid precursors using a water-moderated microwave process. Green Chem. 2002, 4, 328-330.
10. Khadilkar, B. M.; Rebeiro G. L. Microwave-Assisted Synthesis of Room-Temperature Ionic Liquid Precursor in Closed Vessel. Org. Proc. Res. Dev. 2002, 6, 826-828.
11. Deetlefs, M.; Seddon, K. R. Improved preparations of ionic liquids using microwave irradiation. Green Chem., 2003, 5, 181-186.
12. Namboodiri, V. V.; Varma, R. S. Solvent-Free Sonochemical Preparation of Ionic Liquids. Org. Lett. 2002, 4, 3161-3163.
13. Lévêque, J.-M.; Luche, J. L.; Pétrier, C.; Roux, R.; Bonrath, W. An improved preparation of ionic liquids by ultrasound. Green Chem. 2002, 4, 357-360.
14. Lévêque, J.-M.; Desset, S.; Suptil, J.; Fachinger, C.; Draye, M.; Bonrath, W.; Cravotto, G. A general ultrasound-assisted access to room temperature ionic liquids. Ultrason. Sonochem. 2006, 13, 189-193.
15. Estager, J.; Lévêque, J.-M.; Cravotto G.; Boffa, L.; Bonrath, W. Draye, M. One-pot and Solventless Synthesis of Ionic Liquids under Ultrasonic Irradiation. Synlett 2007, 2065-2068.
16. Cravotto, G.; Lévêque, J.-M.; Estager, J.; Draye, M.; Boffa, L.; Bonrath, W. Solvent-free one-pot synthesis of ionic liquids using ultrasound irradiation, US Patent Appl. 60/880,011, filed by DSM Nutritional Products Ltd.
17. Cravotto, G.; Boffa, L.; Lévêque, J.-M.; Estager, J.; Draye, M.; Bonrath, W. A Speedy One-Pot Synthesis of Ionic Liquids under Microwave/Ultrasound Irradiation. Austr. J. Chem. 2007, 60, 946-950.
18. Palmisano, G.; Tagliapietra, S.; Barge, A.; Binello, A.; Boffa, L.; Cravotto, G. Efficient Regio selective Opening of Epoxides by Nucleophiles in Water under Simultaneous Ultrasound/Microwave Irradiation. Synlett 2007, 13, 2041-2044.
19. Cassol, C. C.; Ebeling, G.; Ferrera, B.; Dupont, J. A Simple and Practical Method for the Preparation and Purity Determination of Halide-Free Imidazolium Ionic Liquids. Adv. Synth. Catal. 2006, 348, 243-248.