Surface modification of inorganic oxide particles with a carbene complex of palladium: A recyclable catalyst for the Suzuki reaction

Journal of Inorganic and Organometallic Polymers and Materials

Volumn 14, Issue 2, 2004, Pages 149-159

  Gürbüz, Nevin ^a   Özdemir, Ismail ^a   Seçkin, Turgay ^a   Çetinkaya, Bekir ^b  

^a INONU UNIVERSITY   (Turkey)

^b EGE UNIVERSITY   (Turkey)

Author keywords

Palladium(II) carbene complex catalyst; Silane coupling; Surface modification; Suzuki reaction

Indexed keywords

1 (2,4,6 TRIMETHYLBENZYL) 3 (PROPYLTRIETHOXYSILANE)IMIDAZOLIDINIUM CHLORIDE; BENZENEBORONIC ACID; BIS[1 (2,4,6 TRIMETHYLBENZYL) 3 (PROPYLTRIETHOXYSILANE)IMIDAZOLIDIN 2 YLIDENE]DICHLOROPALLADIUM; CARBENOID; HALIDE; IMIDAZOLE DERIVATIVE; OXIDE; PALLADIUM COMPLEX; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYSIS; CATALYST; COMPLEX FORMATION; CROSS COUPLING REACTION; POLYMERIZATION; QUANTUM YIELD; REACTION ANALYSIS; SILYLATION; SURFACE PROPERTY; SUZUKI REACTION; TEMPERATURE DEPENDENCE; THERMODYNAMICS;

EID: 3843121317     PISSN: 15741443     EISSN: 15741451     Source Type: Journal    
DOI: 10.1023/b:joip.0000028092.46608.ac     Document Type: Article

References (53)

1. L. V. Interrante and M. J. Hampden-Smith, Chemistry of Advanced Materials (Wiley-VCH, New York, 1998).
2. H. Bönnemann and B. Korall, Angew. Chem. Int. Ed. 31, 1490 (1992).
3. H. Gleiter, Prog. Mater. Sci. 33, 223 (1989).
4. V. Haensel and R. Burwell, Sci. Am. 46, 225 (1971).
5. N. Setter and R. Waser, Acta Mater. 48, 151 (2000).
6. K. Hoshino, N. Inui, T. Kitamura, and H. Kokado, Angew. Chem. 39, 2509 (2000).
7. H. Werweij, Adv. Mater. 10, 1483 (1998).
8. D. Hennings, M. Klee, and R. Waser, Adv. Mater. 3, 334 (1991).
9. N. Tsubokawa and A. Kogure, J. Polym. Sci. Part A: Polm. Chem. 29, 697 (1991);
10. M. Abboud, M. Turner, E. Duguet and M. Fontanille J. Mater. Chem. 7(8), (1997);
11. T. Seçkin, A. Gultek, and Y. Onal, J. Mater. Chem. 7(2), 265 (1997);
12. T. Seçkin and A. Gultek, J. Appl. Poly. Sci. 90, 3905 (2003).
13. W. A. Herrmann, and C. Köcher, Angew. Chem. Int. Ed. 36, 2162 (1997);
14. D. Bourissou, F. P. Gabbai, and G. Bertrand, Chem. Rev. 100, 39 (2000).
15. D. S. McGuinnes, and K. J. Cavell, Organometallics 19, 741 (2000);
16. L. Hu, W. Chen, and J. Xiao, Organometallics 19, 1123 (2000);
17. V. P. W. Böhm and W. A. Herrmann, Chem. Eur. J. 6, 1017 (2000);
18. C. Zhang and M. L. Trudell, Tetrahedron Lett. 41, 595 (2000);
19. C. Zhang, J. Huang, M. L. Trudell, and S. P. Nolan, J. Org. Chem. 64, 3804 (1994).
20. M. G. Gardiner, W. A. Herrmann, C.-P. Reisinger, J. Schwarz, and M. Spiegler, J. Organomet. Chem. 572, 239 (1999).
21. A. Fürstner, M. Liebl, C. W. Lehmann, M. Picauet, R. Kunz, C. Bruneau, D. Touchhard, and P. H. Dixneuf, Chem. Eur. J. 6, 1847 (2000);
22. C. W. Bielawski and R. H. Grubbs, Angew. Chem. Int. Ed. 39, 2903 (2000);
23. L. Jafarpour and S. P. Nolan, Organometallics 19, 2055 (2000);
24. J. G. Hamilton, U. Frenzel, F. J. Kohl, T. Weskamp, J. J. Roney, W. A. Herrmann, and O. Nuyken, J. Organomet. Chem. 606, 8 (2000);
25. A. K. Chatterje and R. H. Grubbs, Org. Lett. 1, 1751 (1999);
26. B. Çetinkaya, S. Demir, I. Özdemir, L. Toupet, D. Sémeril, C. Bruneau, and P.H. Dixneuf, New J. Chem. 25, 519 (2001);
27. B. Çetinkaya, S. Demir, I. Özdemir, L. Toupet, D. Sémeril, C. Bruneau, and P. H. Dixneuf, Chem. Eur. J. 9, 2323 (2003).
28. B. Çetinkaya, I. Özdemir, and P. H. Dixneuf, J. Organomet. Chem. 534, 153 (1997).
29. B. Çetinkaya, I. Özdemir, C. Bruneau, and P. H. Dixneuf, J. Mol. Catal. A 118, L1 (1997);
30. I. Özdemir, B. Yigit, B. Çetinkaya, D. Ülkü, M. N. Tahir, and C. Arici, J. Organomet. Chem. 633, 27 (2001).
31. A. C. Chen, L. Ren, A. Decken, and C. M. Crudden, Organometallics 19, 3459 (2000).
32. W. A. Herrmann, L. J. Goossen, C. Kocher, and G. R. J. Artus, Angew. Chem. Int. Ed. 35, 2805 (1996).
33. H. Yang, H. Gao, and R. J. Angelici, Organometallics 19, 622 (2000);
34. F. Rege, D. K. Morita, K. C. Ott, M. C. Nicasio, and P. J. Perez, Organometallics 19, 285 (2000);
35. J. H. Clark and D. J. Macquarrie, Chem. Commun . 853 (1998).
36. B. Çetinkaya, T. Seçkin, N. Gürbüz, and I. Özdemir, J. Mol. Catal. A 184, 31 (2002);
37. N. Gürbüz, I. Özdemir, B. Çetinkaya, and T. Seçkin, App. Organometal. Chem. 17, 776 (2003);
38. T. Seçkin, S. Köytepe, S. Demir, I. Özdemir, and B. Çetinkaya, J. Inorg. Organomet. Polym. 13, 223 (2003);
39. I. Özdemir, B. Çetinkaya, T. Seçkin, and S. Köytepe, J. Mol. Catal. A 179, 263 (2002);
40. T. Seçkin, S. Köytepe, B. Çetinkaya, I. Özdemir, and B. Yigit, Des. Monomers Polym. 6, 175 (2003).
41. A. F. Littke and G. F. Fu, Angew. Chem. Int. Ed. Eng. 41, 4176 (2002);
42. R. B. Bedford, S. L. Hazewood, and M. E. Limmeat, Chem. Commun. 2610 (2002).
43. N. Miyaruna and A. Suzuki, Chem. Rev. 95, 2457 (1995);
44. A. Suzuki, J. Organomet. Chem. 576, 147 (1999);
45. S. P. Stanforth, Tetrahedron 54, 263 (1998).
46. N. Gürbüz, I. Özdemir, S. Demir, and B. Çetinkaya, J. Mol. Catal. A 23, 209 (2004);
47. I. Özdemir, S. Demir, and B. Çetinkaya, J. Mol. Catal. A 109, 208 (2004).
48. E. Çetinkaya, P. B. Hitchcock, H. A. Jasim, and M. F. Lappert, J. Chem. Soc. Perkin Trans. 1: Org. Bio-Org. Chem. 561 (1992).
49. D. W. Old, J. P. Wolfe, and S. L. Buchwald, J. Am. Chem. Soc. 120, 9722 (1998).
50. N. Miyaura and A. Suzuki, Chem. Rev. 2457 (1995);
51. B. C. Hamann and J. F. Hartwig, J. Am. Chem. Soc. 120, 7369 (1998).
52. A. F. Littke and G. C. Fu, Angew. Chem. Int. Ed. 37, 3387 (1998);
53. C. Vincent, B.-L. Stephane, and L. H. Gade, Organometallics 21, 5204 (2002).