Highly efficient and recyclable ruthenium nanoparticle catalyst for semihydrogenation of alkynes

Catalysis Communications

Volumn 38, Issue , 2013, Pages 77-81

  Niu, Mingming ^a   Wang, Yanhua ^a   Li, Wenjiang ^a   Jiang, Jingyang ^a   Jin, Zilin ^a  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

alkyne; nanoparticle; Ruthenium; semihydrogenation; thermoregulated PEG biphasic system

Indexed keywords

ALKYNE; BIPHASIC SYSTEMS; CATALYTIC REACTIONS; HIGH SELECTIVITY; OPTIMIZED CONDITIONS; RU NANOPARTICLES; RUTHENIUM NANOPARTICLES; SEMIHYDROGENATION;

CATALYSIS; HYDROCARBONS; NANOPARTICLES; PHASE SEPARATION; POLYETHYLENE GLYCOLS; RUTHENIUM;

CATALYST SELECTIVITY;

EID: 84877849361     PISSN: 15667367     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.catcom.2013.04.015     Document Type: Article

References (34)

1. M.P.R. Spee, J. Boersma, M.D. Meijer, M.Q. Slagt, G. van Koten, and J.W. Geus Selective liquid-phase semihydrogenation of functionalized acetylenes and propargylic alcohols with silica-supported bimetallic palladium-copper catalysts The Journal of Organic Chemistry 66 2001 1647
2. R. Shen, T. Chen, Y. Zhao, R. Qiu, Y. Zhou, S. Yin, X. Wang, M. Goto, and L.-B. Han Facile regio- and stereoselective hydrometalation of alkynes with a combination of carboxylic acids and group 10 transition metal complexes: selective hydrogenation of alkynes with formic acid Journal of the American Chemical Society 133 2011 17037
3. P. Hauwert, G. Maestri, J.W. Sprengers, M. Catellani, and C.J. Elsevier Transfer semihydrogenation of alkynes catalyzed by a zero-valent palladium N-heterocyclic carbene complex Angewandte Chemie, International Edition 47 2008 3223
4. R.R. Burch, A.J. Shusterman, E.L. Muetterties, R.G. Teller, and J.M. Williams Coordinately unsaturated clusters. A novel catalytic reaction Journal of the American Chemical Society 105 1983 3546
5. J.M. Tour, S.L. Pendalwar, C.M. Kafka, and J.P. Cooper Dispersion of Rh/Cu in a sol-gel matrix. Highly chemo- and stereoselective catalyst for the reduction of alkynes to Z-alkenes The Journal of Organic Chemistry 57 1992 4786
6. J.-P. Djukic, K. Parkhomenko, A. Hijazi, A. Chemmi, L. Allouche, L. Brelot, M. Pfeffer, L. Ricard, and X.-F. Le Goff μ-Chlorido, μ-hydroxo-bridged dicarbonyl ruthenacycles: synthesis, structure and catalytic properties in hydrogen atom transfer Dalton Transactions 2009 2695
7. J. Li, and R. Hua Stereodivergent ruthenium-catalyzed transfer semihydrogenation of diaryl alkynes Chemistry - A European Journal 17 2011 8462
8. C. Belger, N.M. Neisius, and B. Plietker A selective Ru-catalyzed semireduction of alkynes to Z olefins under transfer-hydrogenation conditions Chemistry - A European Journal 16 2010 12214
9. R. Barrios-Francisco, and J.J. García Stereoselective hydrogenation of aromatic alkynes using water, triethylsilane, or methanol, mediated and catalyzed by Ni(0) complexes Inorganic Chemistry 48 2009 386
10. A.M. Balu, S.B. Duckett, and R. Luque Para-hydrogen induced polarisation effects in liquid phase hydrogenations catalysed by supported metal nanoparticles Dalton Transactions 2009 5074
11. R. Abu-Reziq, D. Wang, M. Post, and H. Alper Platinum nanoparticles supported on ionic liquid-modified magnetic nanoparticles: selective hydrogenation catalysts Advanced Synthesis and Catalysis 349 2007 2145
12. 4: evidence for homogeneous-like mechanism in imidazolium salts Advanced Synthesis and Catalysis 345 2003 280
13. R.A. Sánchez-Delgado, A. Andriollo, E. González, N. Valencia, V. León, and J. Espidel The chemistry and catalytic properties of ruthenium and osmium complexes. Part 1. homogeneous catalysis of organic reactions by bromo(carbonyl)-hydridotris (triphenyIphosphine) osmium(II) Journal of the Chemical Society Dalton Transactions 1985 1859
14. H.S. La Pierre, J. Arnold, and F.D. Toste Z-Selective semihydrogenation of alkynes catalyzed by a cationic vanadium bisimido complex Angewandte Chemie, International Edition 50 2011 3900
15. P.-H. Phua, L. Lefort, J.A.F. Boogers, M. Tristany, and J.G. de Vries Soluble iron nanoparticles as cheap and environmentally benign alkene and alkyne hydrogenation catalysts Chemical Communications 2009 3747
16. 2/CO mixtures by a niobium(III) imido complex Journal of the American Chemical Society 133 2011 14904
17. R. Venkatesan, M.H.G. Prechtl, J.D. Scholten, R.P. Pezzi, G. Machado, and J. Dupont Palladium nanoparticle catalysts in ionic liquids: synthesis, characterisation and selective partial hydrogenation of alkynes to Z -alkenes Journal of Materials Chemistry 21 2011 3030
18. 0- polyethyleneimine catalyst Chemistry - A European Journal 14 2008 5109
19. J. Hori, K. Murata, T. Sugai, H. Shinohara, R. Noyori, N. Arai, N. Kurono, and T. Ohkuma Highly active and selective semihydrogenation of alkynes with the palladium nanoparticles-tetrabutylammonium borohydride catalyst system Advanced Synthesis and Catalysis 351 2009 3143
20. Y. Segura, N. López, and J. Pérez-Ramírez Origin of the superior hydrogenation selectivity of gold nanoparticles in alkyne + alkene mixtures: Triple- versus double-bond activation Journal of Catalysis 247 2007 383
21. F. Alonso, I. Osante, and M. Yus Highly stereoselective semihydrogenation of alkynes promoted by nickel(0) nanoparticles Advanced Synthesis and Catalysis 348 2006 305
22. T.S. Huang, Y.H. Wang, J.Y. Jiang, and Z.L. Jin PEG-stabilized palladium nanoparticles: An efficient and recyclable catalyst for the selective hydrogenation of 1,5-cyclooctadiene in thermoregulated PEG biphase system Chinese Chemical Letters 19 2008 102
23. Z. Sun, Y. Wang, M. Niu, H. Yi, J. Jiang, and Z. Jin Poly(ethylene glycol)-stabilized Rh nanoparticles as efficient and recyclable catalysts for hydroformylation of olefins Catalysis Communications 27 2012 78
24. T. Mitsudome, Y. Takahashi, S. Ichikawa, T. Mizugaki, K. Jitsukawa, and K. Kaneda Metal-ligand core-shell nanocomposite catalysts for the selective semihydrogenation of alkynes Angewandte Chemie, International Edition 52 2013 1481
25. 2] Journal of Molecular Catalysis A: Chemical 174 2001 69
26. E.T. Silveira, A.P. Umpierre, L.M. Rossi, G. Machado, J. Morais, G.V. Soares, I.J.R. Baumvol, S.R. Teixeira, P.F.P. Fichtner, and J. Dupont The partial hydrogenation of benzene to cyclohexene by nanoscale ruthenium catalysts in imidazolium ionic liquids Chemistry - A European Journal 10 2004 3734
27. C. Daguenet, and P.J. Dyson The effect of pH on the hydrogenation of benzene in an aqueous biphase using a ruthenium catalyst Catalysis Communications 4 2003 153
28. M.H.G. Prechtl, M. Scariot, J.D. Scholten, G. Machado, S.R. Teixeira, and J. Dupont Nanoscale Ru(0) particles: arene hydrogenation catalysts in imidazolium ionic liquids Inorganic Chemistry 47 2008 8995
29. A. Denicourt-Nowicki, A. Ponchel, E. Monflier, and A. Roucoux Methylated cyclodextrins: an efficient protective agent in water for zerovalent ruthenium nanoparticles and a supramolecular shuttle in alkene and arene hydrogenation reactions Dalton Transactions 2007 5714
30. G. Salas, P.S. Campbell, C.C. Santini, K. Philippot, M.F.C. Gomes, and A.A.H. Pádua Ligand effect on the catalytic activity of ruthenium nanoparticles in ionic liquids Dalton Transactions 41 2012 13919
31. B. Coq, G. Ferrat, and F. Figueras Conversion of chlorobenzene over palladium and rhodium catalysts of widely varying dispersion Journal of Catalysis 101 1986 434
32. L. Longenberger, and G. Mills Formation of metal particles in aqueous solutions by reactions of metal complexes with polymers The Journal of Physical Chemistry 99 1995 475
33. D.-H. Chen, and Y.-W. Huang Spontaneous formation of Ag nanoparticles in dimethylacetamide solution of poly(ethylene glycol) Journal of Colloid and Interface Science 255 2002 299
34. L.D. Pachón, and G. Rothenberg Transition-metal nanoparticles: synthesis, stability and the leaching issue Applied Organometallic Chemistry 22 2008 288