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Ionic Liquids: Media for Better Molecular Catalysis

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Abstract

Ionic liquids (ILs) are more and more suggested as substitutes for traditional solvents in organic synthesis and catalysis. They are suitable candidates for the dissolution of ionic complexes. They can activate and retain them in a polar state: in fact, they act as sequestrands, opening the route to two-phase processes and easier catalyst recovery. This paper reviews authors' results with the development of new syntheses of ILs and applications in carbon–carbon bond formation (dimerisation of methyl acrylate) and redistribution (ring closing metathesis) reactions using ionic precatalysts.

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References

  1. W. Keim, New J. Chem. 11 (1987) 531and references therein.

    Google Scholar 

  2. B. Cornils, W.A. Herrmann and R.W. Eckl, J. Mol Catal. A: Chemical 116 (1997) 27, and references therein.

    Google Scholar 

  3. E. Kuntz, CHEMTECH 17 (1987) 570.

    Google Scholar 

  4. Applied Homogeneous Catalysis with Organometallic Compounds, 2nd edn, Vol. 2, eds. B. Cornils and W.A. Herrmann (Wiley-VCH, Weinheim, 2002, ch. 3.1.1.

    Google Scholar 

  5. J.D. Holbrey and K.R. Seddon, Clean Prod. Processes 1 (1999) 223.

    Google Scholar 

  6. See for examples, (a) Ionic Liquids: Industrial Applications for Green Chemistry, eds. R.D. Rogers and K.R. Seddon, ACS Symposium Series 818 (American Chemical Society, Washington DC, 2002), and (b) the special issue of Green Chemistry, 4 (2002) 73-180.

  7. T. Welton, Chem. Rev. 99 (1999) 2071.(b)P. Wasserscheid and W. Keim, Angew. Chem., Internat. Ed. Engl. 39 (2000) 3772.(c)R.A. Sheldon, Chem. Commun. (2001) 2399; (d)C.M. Gordon, Appl. Catal. A: General 222 (2001) 101. (e)J. Dupont, R.F. de Souza and P.A.Z. Suarez, Chem. Rev. 102 (2002) 3667.

    Google Scholar 

  8. A. Bösmann, G. Franciò, E. Janssen, M. Solinas, W. Leitner and P. Wasserscheid, Angew.Chem, Int. Ed. Engl. 40 (2001) 2697.

    Google Scholar 

  9. P.A.Z. Suarez, S. Einloft, J.E.L. Dullius, R.F. de Souza and J. Dupont, Polyhedron 15 (1996) 1217.

    Google Scholar 

  10. A.-A. Shaik and S. Siravam, Chem. Rev. 96 (1996) 951. P. Tundo and M. Selva, Acc. Chem. Res. 35 (2002) 706.

    Google Scholar 

  11. S. Mori, K. Ida and M. Ue, US Pat. 4,892,944 (Mitsubishi, 1990).

  12. B. Albert and M. Jansen, Z. Anorg. Allg. Chem. 621 (1995) 1735.

    Google Scholar 

  13. M. Lissel, S. Schmidt and B. Neumann, Synthesis (1986) 382.(b)M. Lissel, Liebig. Ann.Chem. (1987) 77.

  14. M. Ue, M. Takeda, T. Takahashi and M. Takehara, US Pat. 5,856,513 (Mitsubishi, 2000).

  15. M. Ue, M. Tekeda, T. Takahashi and M. Takehara, Electrochem. Solid-State Lett. 5 (2002) A119.

    Google Scholar 

  16. J. Fischer, W. Siegel, V. Bomm, M. Fischer and K. Mundinger, US Pat. 6,175,019 (BASF, 2001).

  17. D. Poinsot, I. Tkatchenko and I. Tommasi, French Demande 02 12 692 (Université de Bourgogne, 2002).

  18. J.D. Holbrey, W.M. Reichert, I. Tkatchenko, E. Bouajila, O. Walter, I. Tommasi and R.D. Rogers, Chem. Commun. (2003) 29.

  19. E. Bouajila, H. Chermette, D. Poinsot, I. Tkatchenko, I. Tommasi and O. Walter, submitted.

  20. E. Bouajila and I. Tkatchenko, unpublished results.

  21. B.M. Trost, Chem. Eur. J. 4 (1998) 2405.

    Google Scholar 

  22. J. Zimmermann, P. Wasserscheid, I. Tkatchenko and S. Stutzmann, Chem. Commun. (2002) 760.

  23. Christie, S. Subramanian, L. Wang and M.J. Zaworotko, Inorg. Chem. 32 (1993) 5415.(b) J.D. Holbrey and;K.R. Seddon, J. Chem.Soc., Dalton Trans. (1999) 2133.

    Google Scholar 

  24. C.K. Lee, H.W. Hunagn and I.J.N. Liri, J. Chem. Soc., Chem. Commun. (2000) 1911.

  25. K.K. Laali and V.J. Gettwert, J. Org. Chem. 66 (2001) 35.

    Google Scholar 

  26. H. Ohno and M. Yoshizawa, Solid State Ionics 154–155 (2002) 303.

    Google Scholar 

  27. M. Picquet, I. Tkatchenko, I. Tommasi, P. Wasserscheid and J. Zimmermann, Adv. Synth. Catal. 345 (2003) in press.

  28. M. Brookhart and S. Sabo-Etienne, J. Am. Chem. Soc. 113 (1991) 2777.(b) M. Brookhart and E. Hauptman, J. Am. Chem. Soc. 114 (1992) 4437.

    Google Scholar 

  29. I. Guibert, D. Neibecker and I. Tkatchenko, J. Chem. Soc., Chem. Commun. (1989) 1850.

  30. P. Grenouillet, D. Neibecker and I. Tkatchenko, French Pat. 2,596,390 (Rhône-Poulenc, 1987).(b) P. Grenouillet, D. Neibecker and I. Tkatchenko, US Pat. 4,889,949 (Rhône-Poulenc, 1989).

  31. M. Bonnet, L. Carmona, P. Grenouillet, I. Guibert, D. Neibecker and I. Tkatchenko, submitted.

  32. D.S. McGuiness, K.J. Cavell, B.F. Yates, B.W. Skelton and A.H. White, J. Am. Chem. Soc. 123 (2001) 8317.

    Google Scholar 

  33. S. Gründemann, M. Albrecht, A. Kovacevic, J.W. Faller and R.H. Crabtree, J. Chem. Soc., Dalton Trans. (2002) 2163.

  34. M. Picquet, S. Stutzmann, I. Tkatchenko, I. Tommasi, P. Wasserscheid and J. Zimmermann, Green Chemistry 5 (2003) 153.

    Google Scholar 

  35. I. Guibert, Thèse de doctoral de l'Université Paul Sabatier, Toulouse, 1986.

  36. J. Zimmermann, I. Tkatchenko and P. Wasserscheid, Advan. Synth. Catal. 345 (2003) 402.

    Google Scholar 

  37. M.S. Sanford, L.H. Henling and R.H. Grubbs, Organometallic 17 (1998) 5384.

    Google Scholar 

  38. A. Fürstner, M. Liebl, C.W. Lehmann, M. Picquet, R. Kunz, C. Bruneau and P.H. Dixneuf, Chem. Eur. J. 6 (2000) 1847.

    Google Scholar 

  39. D. Sémeril, H. Olivier-Bourbigou, C. Bruneau and P.H. Dixneuf, Chem. Commun. (2002) 146.

  40. See for example: Applied Homogeneous Catalysis with Organometallic Compounds, 2nd edn, eds. B. Cornils and W.A. Herrmann (Wiley-VCH, Weinheim, 2002).

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Picquet, M., Poinsot, D., Stutzmann, S. et al. Ionic Liquids: Media for Better Molecular Catalysis. Topics in Catalysis 29, 139–143 (2004). https://doi.org/10.1023/B:TOCA.0000029796.11969.ec

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  • DOI: https://doi.org/10.1023/B:TOCA.0000029796.11969.ec

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