Highly efficient and stable palladium/imidazolium salt-phosphine catalysts for Suzuki-Miyaura cross-coupling of aryl bromides

Journal of Molecular Catalysis A: Chemical

Volumn 259, Issue 1-2, 2006, Pages 7-10

  Shi, Ji Cheng ^a,b   Yang, Peng Yu ^a   Tong, Qingsong ^b   Wu, Yang ^b   Peng, Yiru ^b  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

^b FUJIAN NORMAL UNIVERSITY   (China)

Author keywords

Biaryl; Cross coupling; N Heterocyclic carbene; Palladium; Phosphine

Indexed keywords

BIARYL; CROSS COUPLING; N-HETEROCYCLIC CARBENE; PHOSPHINE;

PALLADIUM; REACTION KINETICS; ROBUSTNESS (CONTROL SYSTEMS); SODIUM CHLORIDE;

CATALYSIS;

EID: 33750023884     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2006.04.025     Document Type: Article

References (36)

1. Miyaura N. Top. Curr. Chem. 219 (2002) 11
2. Suzuki A. J. Organomet. Chem. 576 (1999) 147
3. Roncali J.J. Chem. Rev. 92 (1992) 711
4. Yamamura K., Ono S., Ogoshi H., Masuda H., and Kuroda Y. Synlett. (1989) 18
5. Torssell K.G.B. Natural Product Chemistry (1983), Wiley, Chichester
6. Littke A.F., and Fu G.C. Angew. Chem. Int. Ed. 41 (2002) 4176
7. Bedford R.B., Cazin G.S.J., and Holder D. Coord. Chem. Rev. 248 (2004) 2282
8. Walker S.D., Barder T.E., Martinelli J.R., and Buchwald S.L. Angew. Chem. Int. Ed. 43 (1871)
9. Littke A.F., and Fu G.C. Angew. Chem. Int. Ed. 37 (1998) 1433
10. Jensen J.F., and Johannsen M. Org. Lett. 5 (2003) 3025
11. Baillie C., Zhang L., and Xiao J. J. Org. Chem. 69 (2004) 7779
12. Herrmann W.A., and Köcher C. Angew. Chem. Int. Ed. 36 (1997) 2162
13. Bourissou D., Guerret O., Gabbai F.P., and Bertrand G. Chem. Rev. 100 (2000) 39
14. Jafarpour L., and Nolan S.P. Adv. Organomet. Chem. 557 (1998) 93
15. Park S.B., and Alper H. Org. Lett. 5 (2003) 3209
16. Herrmann W.A., Reisinger C.-P., and Spiegler M. J. Organomet. Chem. 557 (1998) 93
17. Zhang C., Huang J., Trudell M.L., and Nolan S.P. J. Org. Chem. 64 (1999) 3804
18. Gstöttmayr C.W.K., Böhm V.P.W., Herdtweck E., Grosche M., and Herrmann W.A. Angew. Chem. Int. Ed. 41 (2002) 1363
19. Navarro O., Kelly III R.A., and Nolan S.P. J. Am. Chem. Soc. 125 (2003) 16194
20. Altenhoff G., Goddard R., Lehmann C.W., and Glorius F. J. Am. Chem. Soc. 126 (2004) 15195
21. Su M.-D., and Chu S.-Y. Inorg. Chem. 37 (1988) 3400
22. Herrmann W.A., Köcher C., Gooβen L.J., and Artus G.R.J. Chem. Eur. J. 2 (1996) 1627
23. Danopoulos A.A., Winston S., Gelbrich T., Hursthouse M.B., and Tooze R.P. Chem. Commun. (2002) 482
24. Gischig S., and Togni A. Organometallics 23 (2004) 2479
25. Seo H., Kim B.Y., Lee J.H., Park H.-J., Son S.U., and Chung Y.K. Organometallics 22 (2003) 4783
26. Yang C., Lee H.M., and Nolan S.P. Org. Lett. 3 (2001) 1511
27. Wang A.-E., Zhong J., Xie J.-H., Li K., and Zhou Q.-L. Adv. Synth. Catal. 346 (2004) 595
28. Kranenburg M., Kamer P.C.J., and von Leeuwen P.W.N.M. Eur. J. Inorg. Chem. (1998) 155
29. Hayashi T., Mise T., Fukushima M., Kagotani M., Nagashima N., Hamada Y., Matsumoto A., Kawakami S., Konishi M., Yamamoto K., and Kumada M. Bull. Chem. Soc. Jpn. 53 (1980) 1138
30. Seo H., Park H.-J., Kim B.Y., Lee J.H., Son S.U., and Chung Y.K. Organometallics 22 (2003) 618
31. Hamann B.C., and Hartwig J.F. J. Am. Chem. Soc. 120 (1998) 7369
32. The bite angle of the chelating carbene-phosphine to rhodium is 97.2° (see Ref. [9d]).
33. Grasa G.A., Viciu M.S., Huang J., Zhang C., Trudell M.L., and Nolan S.P. Organometallics 21 (2002) 2866
34. Yu H., Shi J., Zhang H., Yang P., Wang X., and Jin Z. J. Mol. Catal. A: Chem. 250 (2006) 15
35. Lee H.M., Zeng J.Y., Hu C.-H., and Lee M.-T. Inorg. Chem. 43 (2004) 6822
36. Lee H.M., Chiu P.L., and Zao J.Y. Inorg. Chim. Acta 357 (2004) 4313