Advertisement

Topics in Catalysis

, Volume 56, Issue 13–14, pp 1220–1227 | Cite as

From Hydroxyalkylammonium Salts to Protected-Rh(0) Nanoparticles for Catalysis in Water: Comparative Studies of the Polar Heads

  • Carl-Hugo Pélisson
  • Claudie Hubert
  • Audrey Denicourt-NowickiEmail author
  • Alain RoucouxEmail author
Original Paper

Abstract

Three mono- or tris-hydroxylated quaternary ammonium salts bearing various polar heads were synthesized and investigated as protective agents of rhodium(0) colloidal suspensions. The influence of the hydroxylated polar head on the micellar behaviour, size and morphology of the nanospecies was studied through surface tension measurements, dynamic light scattering and TEM experiments. Finally, the obtained surfactant-stabilized nanocatalysts were compared in the hydrogenation of benzene and its derivatives under very mild conditions (1 bar of H2, 20 °C) and in neat water.

Keywords

Ammonium Surfactants Rhodium nanoparticles Arene hydrogenation Water 

Notes

Acknowledgments

The authors are grateful to the Région Bretagne (PhD fellowships– MAGFOCAT and PARTICAT programs) for financial supports.

References

  1. 1.
    Liu S, Xiao J (2007) J Mol Catal A 270:1–43CrossRefGoogle Scholar
  2. 2.
    Sheldon RA (2008) Chem Commun 29:3352–3365CrossRefGoogle Scholar
  3. 3.
    Beletskaya IP, Kustov LM (2010) Russ Chem Rev 79:441–461CrossRefGoogle Scholar
  4. 4.
    Uozumi Y (2010) Synlett:1988-1989Google Scholar
  5. 5.
    Li CJ, Chen L (2006) Chem Soc Rev 35:68–82CrossRefGoogle Scholar
  6. 6.
    Lindstrom UM (2002) Chem Rev 102:2751–2772CrossRefGoogle Scholar
  7. 7.
    Li CJ, Chan TH (1997) Comprehensive organic reaction in aqueous media. Wiley, New-YorkGoogle Scholar
  8. 8.
    Cornils B, Hermann WA (2005) Aqueous-phase organometallic catalysis: concepts and applications, 2nd edn. Wiley-VCH Verlag GmbH & Co, KGaA, WeinheimGoogle Scholar
  9. 9.
    Joó F (2002) Acc Chem Res 35:738–745CrossRefGoogle Scholar
  10. 10.
    Shaughnessy KH (2009) Chem Rev 109:643–710CrossRefGoogle Scholar
  11. 11.
    Roucoux A, Schulz J, Patin H (2002) Chem Rev 102:3757–3778CrossRefGoogle Scholar
  12. 12.
    Gual A, Godard C, Castillon S, Claver C (2010) Dalton Trans 39:11499–11512CrossRefGoogle Scholar
  13. 13.
    Roucoux A, Philippot K (2007) In: deVries JG, Elsevier CJ (eds) The handbook of homogeneous hydrogenation, vol 1. Wiley-VCH Verlag GmbH & Co, KGaA, Weinheim, pp 217–256Google Scholar
  14. 14.
    Fihri A, Bouhrara M, Nekoueishahraki B, Basset J-M, Polshettiwar V (2011) Chem Soc Rev 40:5181–5203CrossRefGoogle Scholar
  15. 15.
    Balanta A, Godard C, Claver C (2011) Chem Soc Rev 40:4973–4985CrossRefGoogle Scholar
  16. 16.
    Polshettiwar V, Varma RS (2010) Green Chem 12:743–754CrossRefGoogle Scholar
  17. 17.
    Yan N, Xiao CX, Kou Y (2010) Coord Chem Rev 254:1179–1218CrossRefGoogle Scholar
  18. 18.
    Zahmakran M, Ozkar S (2011) Nanoscale 3:3462–3481CrossRefGoogle Scholar
  19. 19.
    Mori K, Yamashita H (2010) Phys Chem Chem Phys 12:14420–14432CrossRefGoogle Scholar
  20. 20.
    Somorjai GA, Park JY (2008) Angew Chem Int Ed 47:9212–9228CrossRefGoogle Scholar
  21. 21.
    Denicourt-Nowicki A, Roucoux A (2013) In: Serp P, Philippot K (eds) Nanomaterials in catalysis. Wiley-VCH Verlag GmbH & Co, KGaA, Weinheim, pp 55–95Google Scholar
  22. 22.
    Schulz J, Roucoux A, Patin H (2000) Chem Eur J 6:618–624CrossRefGoogle Scholar
  23. 23.
    Mevellec V, Roucoux A, Ramirez E, Philippot K, Chaudret B (2004) Adv Synth Catal 346:72–76CrossRefGoogle Scholar
  24. 24.
    Denicourt-Nowicki A, Romagné M-L, Roucoux A (2008) Catal Comm 10:68–70CrossRefGoogle Scholar
  25. 25.
    Nowicki A, Le Boulaire V, Roucoux A (2007) Adv Synth Catal 349:2326–2330CrossRefGoogle Scholar
  26. 26.
    Mévellec V, Mattioda C, Schulz J, Rolland J-P, Roucoux A (2004) J Catal 225:1–6CrossRefGoogle Scholar
  27. 27.
    Roucoux A, Schulz J, Patin H (2003) Adv Synth Catal 345:222–229CrossRefGoogle Scholar
  28. 28.
    Guyonnet Bilé E, Sassine R, Denicourt-Nowicki A, Launay F, Roucoux A (2011) Dalton Trans 40:6524–6531Google Scholar
  29. 29.
    Hubert C, Denicourt-Nowicki A, Guegan JP, Roucoux A (2009) Dalton Trans 36:7356–7358CrossRefGoogle Scholar
  30. 30.
    Omar A, Abdel-Khalek NA (1998) J Chem Eng Data 43:117–120CrossRefGoogle Scholar
  31. 31.
    Nagarajan R (2001) Langmuir 18:31–38CrossRefGoogle Scholar
  32. 32.
    Asai Y (2003) Chem Phys Lipids 124:103–109CrossRefGoogle Scholar
  33. 33.
    Garofalakis G, Murray BS, Sarney DB (2000) J Colloid Interface Sci 229:391–398CrossRefGoogle Scholar
  34. 34.
    Umpierre AP, de Jesús E, Dupont J (2011) ChemCatChem 3:1413–1418CrossRefGoogle Scholar
  35. 35.
    Redel E, Krämer J, Thomann R, Janiak C (2009) J Organomet Chem 694:1069–1075CrossRefGoogle Scholar
  36. 36.
    Smith HA, Stump BL (1961) J Am Chem Soc 83:2739CrossRefGoogle Scholar
  37. 37.
    Fonseca GS, Silveira ET, Gelesky MA, Dupont J (2005) Adv Synth Catal 347:847–853CrossRefGoogle Scholar
  38. 38.
    Matsumoto M, Inomoto Y, Kondo K (2005) J Membr Sci 246:77–81CrossRefGoogle Scholar
  39. 39.
    Barthe L, Denicourt-Nowicki A, Roucoux A, Philippot K, Chaudret B, Hemati M (2009) Catal Commun 10:1235–1239CrossRefGoogle Scholar
  40. 40.
    Chen C-W, Yu H, Huang M-Y, Jiang Y–Y (1995) React Polym 24:255–260CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  1. 1.Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226Rennes Cedex 7France
  2. 2.Université Européenne de BretagneRennesFrance

Personalised recommendations