Terminal C≡C triple bond hydrogenation using immobilized Wilkinson’s catalyst
- 163 Downloads
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.
KeywordsHydrogenation Immobilization Phenylacetylene Wilkinson’s catalyst
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.
- 1.B. Cornils, W.A. Herrmann, R. Schögl, C.H. Wong, Catalysis from A to Z. A Concise Encyclopedia (Wiley-VCH, Weinheim, 2000)Google Scholar
- 3.J.A. Osborn, F.H. Jardine, J.F.Young, G. Wilkinson, J. Chem. Soc. 1, 1711 (1966)Google Scholar
- 8.F. Solymosi, A. Erdöhelyi, in New Horizons in Catalysis, Studies in Surface Science and Catalysis 7B, ed. by T. Seiyama, K. Tanabe (Elsevier, Amsterdam, 1980), pp. 1448–1449Google Scholar
- 13.R.D. Gillard, J.A. Osborn, P.B. Stockwell, G. Wilkinson, Proc. Chem. Soc. 1, 284 (1964)Google Scholar
- 14.J.A. Osborn, G. Wilkinson, J.F. Young, Chem. Commun. 2, 17 (1965)Google Scholar
- 15.J.F. Young, J.A. Osborn, F.H. Jardine, G. Wilkinson, Chem. Commun. 131 (1965)Google Scholar
- 17.M.M. Taqui Khan, M.R.H. Siddiqui, H.C. Bajaj, G. Ramachandraiah, Polyhedron 10, 2729 (1991)Google Scholar
- 19.L. Huang, J.Ch. Wu, S. Kavi, React. Kinet. Catal. Lett. 82, 65 (2004)Google Scholar