Research on Chemical Intermediates

, Volume 36, Issue 5, pp 511–522 | Cite as

Terminal C≡C triple bond hydrogenation using immobilized Wilkinson’s catalyst

  • Eliška Leitmannová
  • Petr Jirásek
  • Jakub Rak
  • Lucie Potucká
  • Petr Kačer
  • Libor Červený
Article

Abstract

In this work, we try to hydrogenate selectively phenylacetylene to styrene and 3-phenylpropyne to allylbenzene using immobilized or pure Wilkinson’s catalyst. The catalyst was immobilized using two approaches—immobilization using ionic exchange and immobilization using covalent bonding. In the first case, the smectite minerals (hectorite and montmorillonite) were used as the supports. In the second case, MCM-41 and SBA-15 were used as the supports. Both types of immobilization were successful and the solid products were characterized. For the covalent bond formation, it was necessary to first modify the surface of the silica material. The modification was carried out using two substances, one adding an amino group to the silica material, and the second adding a phenyl group to the material. The selectivity of hydrogenation of both substances was higher using heterogeneous catalyst in the case of phenylacetylene. In the case of phenylpropyne, no difference in selectivity using Wilkinson’s catalyst in homogeneous or heterogeneous arrangement was observed. The type of immobilization has no influence on either activity or selectivity of catalyst.

Keywords

Hydrogenation Immobilization Phenylacetylene Wilkinson’s catalyst 

Notes

Acknowledgments

Financial support of the Ministry of Education of the Czech Republic no.: MSM6056137301 and Grant Agency of Czech Republic Grants No: 104/07/1239 and 203/08/H032-1.

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Copyright information

© Springer Science+Business Media B.V. 2010

Authors and Affiliations

  • Eliška Leitmannová
    • 1
  • Petr Jirásek
    • 1
  • Jakub Rak
    • 2
  • Lucie Potucká
    • 1
  • Petr Kačer
    • 1
  • Libor Červený
    • 1
  1. 1.Faculty of Chemical Technology, Department of Organic TechnologyInstitute of Chemical Technology in PraguePrague 6Czech Republic
  2. 2.Faculty of Chemical Engineering, Department of Analytical ChemistryInstitute of Chemical Technology in PraguePragueCzech Republic

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