The synthesis and characterisation of immobilised palladium carbene complexes and their application to heterogeneous catalysis

Journal of Organometallic Chemistry

Volumn 696, Issue 22, 2011, Pages 3465-3472

  Tyrrell, Elizabeth ^a   Whiteman, Leon ^a   Williams, Neil ^a  

^a KINGSTON UNIVERSITY   (United Kingdom)

Author keywords

Immobilised catalyst; N Heterocyclic carbene complexes; Palladium catalysis; Silica support medium; Sonogashira coupling reactions; Suzuki coupling reactions

Indexed keywords

IMMOBILISED CATALYSTS; N-HETEROCYCLIC CARBENE COMPLEX; PALLADIUM CATALYSIS; SILICA SUPPORT MEDIUM; SONOGASHIRA COUPLING REACTIONS; SUZUKI COUPLING REACTION;

BROMINE COMPOUNDS; CARBON INORGANIC COMPOUNDS; CATALYSIS; CATALYST ACTIVITY; CHLORINE COMPOUNDS; ORGANOMETALLICS; REACTION KINETICS; SILICA; SYNTHESIS (CHEMICAL);

PALLADIUM COMPOUNDS;

EID: 80052963116     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2011.06.042     Document Type: Article

References (51)

1. C.A. McNamara, M.J. Dixon, and M. Bradley Chem. Rev. 102 2002 3275 3300
2. N. End, and K.U. Schoning Top. Curr. Chem. 242 2004 241 271
3. N.E. Leadbetter, and M. Marco Chem. Rev. 102 2000 3217 3274
4. V. Polshettiwar, C. Lenn, and A. Fihri Coord. Chem. Rev. 253 2009 2599 2626
5. M. Bortenschlager, N. Schoellhorn, A. Wittmann, and R. Weberskirch Chem. Eur. J. 13 2007 520 528
6. A. Corma, and H. Garcia Adv. Synth. Cat. 348 2006 1391 1412
7. T.S. Halbach, S. Mix, D. Fischer, S. Maechling, J.O. Krause, C. Sievers, S. Blechert, O. Nuyken, and M.R. Buchmeiser J. Org. Chem. 70 2005 4687 4694
8. E. Tyrrell, A. Al-Saardi, and J. Millet Synlett 3 2005 487 488
9. E. Tyrrell, L. Whiteman, and N. Williams Synthesis 5 2009 829 835
10. W.J. Sommer, and M. Weck Coord. Chem. Rev. 251 2007 860 873
11. C.S.J. Cazin C. R. Chim. 12 2009 1173 1180
12. T. Moore, M. Merzouk, and N.A. Williams Synlett 2008 21 24
13. M. Merzouk, T. Moore, and N.A. Williams Tetrahedron Lett. 48 2007 8914 8917
14. J.W. Kim, J.-H. Kim, D.-H. Lee, and Y.-S. Lee Tetrahedron Lett. 47 2006 4745 4748
15. D.-H. Lee, J.-H. Kim, B.-H. Jun, H. Kang, J. Park, and Y.-S. Lee Org. Lett. 10 2008 1609 1612
16. W.J. Sommer, and M. Weck Adv. Synth. Catal. 348 2006 2101 2113
17. J. Schwarz, V.P.W. Bohm, M.G. Gardiner, M. Grosche, W.A. Herrmann, W. Hieringer, and G. Randaschl-Sieber Chem. Eur. J. 6 2000 1773 1780
18. S. Tandukar, and A. Sen J. Mol. Catal. A: Chem. 268 2007 112 116
19. H. Qiu, S.M. Sarkar, D.-H. Lee, and M.-J. Lin Green Chem. 10 2008 37 43
20. Ö Aksin, H. Türkmen, L. Artok, B. etinkaya, C. Ni, O. Büyükgünor, and E. Özkal J. Organomet. Chem. 691 2006 3027 3036
21. B. Karimi, and D. Enders Org. Lett. 8 2006 1237 1240
22. S.-M. Lee, H.-J. Yoon, J.-H. Kim, W.-J. Chung, and Y.-S. Lee Pure Appl. Chem. 79 2007 1553 1559
23. J. Liu, J. Chen, J. Zhao, Y. Zhao, Z. Li, and H. Zhang Synthesis 17 2003 2661 2666
24. J. Blumel Coord. Chem. Rev. 252 2008 2410 2423
25. T. Posset, and J. Blumel J. Am. Chem. Soc. 128 2006 8394 8395
26. I. Lin, and C. Vasam Coord. Chem. Rev. 251 2007 642 670
27. H. Vinh Huynh, and J. Wu J. Organomet. Chem. 694 2009 323 331
28. J. Schwarz, V.P.W. Bohm, M.G. Gardiner, M. Grosche, W.A. Herriman, W. Hieringer, and G. Randaschl-Sieber Chem. Eur. J. 6 2000 1773 1780
29. D.S. Clyne, J. Jin, E. Genest, J.C. Galluci, and T.V. Rajan-Babu Org. Lett. 2 2000 1125 1128
30. G.A. Grasa, M.S. Viciu, J. Huang, C. Zhang, M.L. Trudell, and S.P. Nolan Organometallics 21 2002 2866 2873
31. A.C. Frisch, F. Rataboul, A. Zapf, and M. Beller J. Organomet. Chem. 687 2003 403 409
32. A.C. Frisch, A. Zapf, O. Briel, B. Kayser, N. Shaikh, and M. Beller J. Mol. Catal. 214 2004 231 239
33. M. Eckhardt, and G. Fu J. Am. Chem. Soc. 125 2003 13642 13643
34. R. Singh, M.S. Viciu, N. Kramareva, O. Navarro, and S.P. Nolan J. Org. Lett. 7 2005 1829 1832
35. O. Navarro, H. Kaur, P. Mahjoor, and S.P. Nolan J. Org. Chem. 69 2004 3171 3180
36. N. Marion, P. De Fremont, I.M. Puijk, E.C. Ecarnot, D. Amoroso, A. Bell, and S.P. Nolan Adv. Synth. Catal. 349 2007 2380 2384
37. C.J. O'Brien, A.B. E-Kantchev, G.A. Chass, N. Hadei, A.C. Hopkinson, M.G. Organ, D.H. Setiadi, T.-H. Tang, and D.-C. Fang Tetrahedron 61 2005 9723 9735
38. N. Marion, P. De Fremont, I.M. Puijk, E.C. Ecarnot, D. Amoroso, A. Bell, and S.P. Nolan Adv. Synth. Catal. 349 2007 2380 2384
39. C.J. O'Brien, E.-A.B. Kantchev, C. Valente, N. Hadei, G.A. Chass, A. Lough, A.C. Hopkinson, and M.G. Organ Chem. Eur. 12 2006 4743 4748
40. E.O. Kantchev, C.J. O'Brien, and M. Organ Angew. Chem. Int. Ed. 46 2007 2768 2813
41. U. Christmann, and R. Vilar Angew. Chem. Int. Ed. 44 2005 366
42. A.K. De Lewis, S. Caddick, F.G.N. Cloke, N.C. Billingham, P.B. Hitchcock, and J. Leonard J. Am. Chem. Soc. 125 2003 10066 10073
43. M. Feuerstein, H. Doucet, and M. Santelli Tetrahedron Lett. 46 2005 1717 1720
44. T. Itoh, and T. Mase Tetrahedron Lett. 46 2005 3573 3577
45. K.L. Billingsley, K.W. Anderson, and S.L. Buchwald Angew. Chem. Int. Ed. 45 2006 3484 3488
46. N. Kudo, M. Perseghini, and G.C. Fu Angew. Chem. Int. Ed. 45 2006 1282 1284
47. Y. Zhang, L. Zhao, P. Patra, D. Hu, and J. Ying Nano Today 4 2009 13 20
48. J. Kim, B. Jun, J. Byun, and Y. Lee Tetrahedron Lett. 45 2004 5827 5831
49. G. Altenhoff, R. Goddard, C. Lehmann, and F. Glorius Angew. Chem. Int. Ed. 42 2003 3690 3693
50. N. Gurbuz, I. Ozdemir, T. Seckin, and B. Cetinkaya J. Inorg. Organomet. Polym. 14 2004 149 159
51. Y. Zhou, Y. Zhou, D. Ma, J. Liu, L. Li, T. Zhang, and H. Zhang Org. Biomol. Chem. 1 2003 1643 1646