Supported palladium nanoparticles as heterogeneous ligand-free catalysts for the Hiyama C-C coupling of vinylsilanes and halobenzenes leading to styrenes

Journal of Catalysis

Volumn 302, Issue , 2013, Pages 49-57

  Grirrane, Abdessamad ^a   Garcia, Hermenegildo ^a   Corma, Avelino ^a  

^a INSTITUTO DE TECNOLOGÍA QUÍMICA   (Spain)

Author keywords

Hiyama coupling; Palladium catalyst; Styrene formation; Vinylsilane coupling

Indexed keywords

ACTIVE CATALYST; C-C COUPLING REACTIONS; HIYAMA COUPLING; PALLADIUM CATALYST; SOLID CATALYSTS; STYRENE FORMATION; SUPPORTED PALLADIUM; VINYL SILANE;

CATALYST DEACTIVATION; INORGANIC COMPOUNDS; LEACHING; NANOPARTICLES; STYRENE; TITANIUM DIOXIDE;

CATALYST SUPPORTS;

EID: 84877051038     PISSN: 00219517     EISSN: 10902694     Source Type: Journal    
DOI: 10.1016/j.jcat.2013.02.019     Document Type: Article

References (36)

1. M. Beller, and C. Bolm In Transition Metals for Organic Synthesis; Building Block and Fine Chemicals second ed. 2004 Wiley-VCH ed Weinheim
2. F. Diederich, and A.d. Meijere in Metal-catalyzed Cross-coupling Reactions second ed. 2004 Wiley-VCH ed. Weinheim
3. T. Mizoroki, K. Mori, and A. Ozaki Bull. Chem. Soc. Jpn. 44 1971 581
4. R.F. Heck, and J.P. Nolley J. Org. Chem. 37 1972 2320
5. T. Vlaar, E. Ruijter, and R.V.A. Orru Adv. Synth. Catal. 353 2011 809
6. E.W. Werner, and M.S. Sigman J. Am. Chem. Soc. 132 2010 13981
7. K. Itami, T. Nokami, Y. Ishimura, K. Mitsudo, T. Kamei, and J. Yoshida J. Am. Chem. Soc. 123 2001 11577
8. E.-I. Negishi, and A.d. Meijere Handbook of Organopalladium Chemistry for Organic Synthesis 2002 Wiley New York
9. N. Miyaura Cross-coupling Reactions 2000 Springer Berlin
10. F. Diederich, and P.J. Stang Metal-catalyzed Cross-coupling Reactions 1998 Wiley-VCH Weinheim
11. M. Beller, and C. Bolm Transition Metals for Organic Synthesis; Building Block and Fine Chemicals 1998 Wiley-VCH Weinheim
12. M. Lamblin, L. Nassar-Hardy, J.-C. Hierso, E. Fouquet, and F.-X. Felpin Adv. Synth. Catal. 352 2010 33
13. B.C. Ranu, R. Dey, and K. Chattopadhyay Tetrahedron Lett. 49 2008 3430
14. J.E. Plevyak, and R.F. Heck J. Org. Chem. 43 1978 2454
15. S. Al Akhrass, D. Damiron, G. Carrot, and E. Drockenmuller J. Polym. Sci. A-Polym. Chem. 48 2010 3888
16. T. Hiyama J. Organometal. Chem. 653 2002 58
17. T. Jeffery Tetrahedron Lett. 40 1999 1673
18. A. Hallberg, and C. Westerlund Chem. Lett. 1982 1993
19. T.J. Colacot, W.A. Carole, B.A. Neide, and A. Harad Organometallics 27 2008 5605
20. A. Grirrane, H. Garcia, A. Corma, and E. Alvarez Chem. Eur. J. 18 2012 14934
21. G.R. Yang, G. Bae, J. Choe, S. Lee, and K.H. Song Bull. Korean Chem. Soc. 31 2010 250
22. A. Modak, J. Mondal, and A. Bhaumik Green Chem. 14 2012 2840
23. C. Diebold, A. Derible, J.-M. Becht, and C. Le Drian Tetrahedron 69 2013 264
24. A. Fihri, M. Bouhrara, B. Nekoueishahraki, J.-M. Basset, and V. Polshettiwar Chem. Soc. Rev. 40 2011 5181
25. V. Polshettiwar, C. Len, and A. Fihri Coordination Chem. Rev. 253 2009 2599
26. V. Polshettiwar, and A. Molnar Tetrahedron 63 2007 11223
27. M.J. Wu, L.M. Wei, C.F. Lin, S.P. Leou, and L.L. Wei Tetrahedron 57 2001 7839
28. C. Baleizao, A. Corma, H. Garcia, and A. Leyva J. Org. Chem. 69 2004 439
29. L. Huang, T.P. Ang, Z. Wang, J. Tan, J. Chen, and P.K. Wong Inorg. Chem. 50 2011 2094
30. G. Chang, M. Oyama, and K. Hirao J. Phys. Chem. B 110 2006 20362
31. M. Harada, N. Tamura, and M. Takenaka J. Phys. Chem. C 115 2011 14081
32. F.Y. Zhao, M. Shirai, Y. Ikushima, and M. Arai J. Mol. Catal. A-Chem. 180 2002 211
33. A. Sugiyama, Y.-Y. Ohnishi, M. Nakaoka, Y. Nakao, H. Sato, S. Sakaki, Y. Nakao, and T. Hiyama J. Am. Chem. Soc. 130 2008 12975
34. M. Oishi, H. Kondo, and H. Amii Chem. Commun. 2009 1909
35. A. Grirrane, A. Corma, and H. Garcia Chem. Eur. J. 17 2011 2467
36. A. Grirrane, A. Corma, and H. Garcia Science 322 2008 1661