A preliminary investigation on the use of organic ionic liquids as green solvents for acylation and oxidation reactions

Journal of Cleaner Production

Volumn 15, Issue 18, 2007, Pages 1797-1805

  Boschetti, Arianna ^a   Montagnaro, Fabio ^a   Rienzo, Carmine ^a   Santoro, Luciano ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

Acylations; Green solvents; Kinetic models; Organic ionic liquids; Oxidations

Indexed keywords

ACYLATION; GAS CHROMATOGRAPHY; ORGANIC SOLVENTS; OXIDATION; REACTION KINETICS;

FRIEDEL-CRAFTS ACYLATION; GREEN SOLVENTS; KINETIC MODELS; ORGANIC IONIC LIQUIDS;

IONIC LIQUIDS;

EID: 34547700232     PISSN: 09596526     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jclepro.2006.05.002     Document Type: Article

References (31)

1. Brennecke J.F., and Maginn E.J. Ionic liquids: innovative fluids for chemical processing. AIChE J 47 (2001) 2384
2. Sheldon R. Catalytic reactions in ionic liquids. Chem Commun (Camb) (2001) 2399
3. Seddon K.R. Ionic liquids for clean technology. J Chem Technol Biotechnol 68 (1997) 351
4. Welton T. Room-temperature ionic liquids. Solvents for synthesis and catalysis. Chem Rev 99 (1999) 2071
5. Wasserscheid P., and Keim W. Ionic liquids - new "solutions" for transition metal catalysis. Angew Chem Int Ed Engl 39 (2000) 3773
6. Dupont J., de Souza R.F., and Suarez P.A.Z. Ionic liquid (molten salt) phase organometallic catalysis. Chem Rev 102 (2002) 3667
7. Olivier-Bourbigou H., and Magna L. Ionic liquids: perspectives for organic and catalytic reactions. J Mol Catal A Chem 182-183 (2002) 419
8. Zhao D., Wu M., Kou Y., and Min E. Ionic liquids: applications in catalysis. Catal Today 74 (2002) 157
9. Wasserscheid P., and Welton T. Ionic liquids in synthesis (2003), Wiley-Vch, Germany
10. Welton T. Ionic liquids in catalysis. Coord Chem Rev 248 (2004) 2459
11. Jain N., Kumar A., Chauhan S., and Chauhan S.M.S. Chemical and biochemical transformations in ionic liquids. Tetrahedron 61 (2005) 1015
12. Del Pópolo M.G., and Voth G.A. On the structure and dynamics of ionic liquids. J Phys Chem B 108 (2004) 1744
13. Huddleston J.G., Willauer H.D., Swatloski R.P., Visser A.E., and Rogers R.D. Room temperature ionic liquids as novel media for 'clean' liquid-liquid extraction. Chem Commun (Camb) (1998) 1765
14. Liu Z., Chen Z.C., and Zheng Q.G. Mild oxidation of alcohols with o-iodoxybenzoic acid (IBX) in ionic liquid 1-butyl-3-methyl-imidazolium chloride and water. Org Lett 5 (2003) 3321
15. Seddon K.R., Stark A., and Torres M.J. Influence of chloride, water, and organic solvents on the physical properties of ionic liquids. Pure Appl Chem 72 (2000) 2275
16. Corma A., and García H. Lewis acids: from conventional homogeneous to green homogeneous and heterogeneous catalysis. Chem Rev 103 (2003) 4307
17. Hanke C.G., and Lynden-Bell R.M. A simulation study of water-dialkylimidazolium ionic liquid mixtures. J Phys Chem B 107 (2003) 10873
18. Rivera-Rubero S., and Baldelli S. Influence of water on the surface of hydrophilic and hydrophobic room-temperature ionic liquids. J Am Chem Soc 126 (2004) 11788
19. Wilkes J.S. Properties of ionic liquid solvents for catalysis. J Mol Catal A Chem 214 (2004) 11
20. Park S., and Kazlauskas R.J. Biocatalysis in ionic liquids - advantages beyond green technology. Curr Opin Biotechnol 14 (2003) 432
21. Boon J.A., Levisky J.A., Pflug J.L., and Wilkes J.S. Friedel-Crafts reactions in ambient-temperature molten salts. J Org Chem 51 (1986) 480
22. Adams C.J., Earle M.J., Roberts G., and Seddon K.R. Friedel-Crafts reactions in room temperature ionic liquids. Chem Commun (Camb) (1998) 2097
23. Stark A., MacLean B.L., and Singer R.D. 1-Ethyl-3-methylimidazolium halogenoaluminate ionic liquids as solvents for Friedel-Crafts acylation reactions of ferrocene. J Chem Soc Dalton Trans (1999) 63
24. Hussey C.L. Room temperature haloaluminate ionic liquids. Novel solvents for transition metal solution chemistry. Pure Appl Chem 60 (1988) 1763
25. 3-x (x = 0, 1) ionic liquids. Ind Eng Chem Res 34 (1995) 1149
26. -, TPAP: a catalytic oxidant for organic synthesis. Synthesis (1994) 639
27. Ley S.V., Ramarao C., and Smith M.D. Tetra-N-propylammonium perruthenate: a case study in catalyst recovery and re-use involving tetraalkylammonium salts. Chem Commun (Camb) (2001) 2278
28. Farmer V., and Welton T. The oxidation of alcohols in substituted imidazolium ionic liquids using ruthenium catalysts. Green Chem 4 (2002) 97
29. Milone C., Ingoglia R., Neri G., Pistone A., and Galvagno S. Gold catalysts for the liquid phase oxidation of o-hydroxybenzyl alcohol. Appl Catal A 211 (2001) 251
30. Fredlake C.P., Crosthwaite J.M., Hert D.G., Aki S.N.V.K., and Brennecke J.F. Thermophysical properties of imidazolium-based ionic liquids. J Chem Eng Data 49 (2004) 954
31. Yadav J.S., Reddy B.V.S., Basak A.K., and Venkat Narsaiah A. Recyclable 2nd generation ionic liquids as green solvents for the oxidation of alcohols with hypervalent iodine reagents. Tetrahedron 60 (2004) 2131