Highly efficient Suzuki coupling using moderately bulky tolylphosphine ligands

Journal of Molecular Catalysis A: Chemical

Volumn 273, Issue 1-2, 2007, Pages 310-315

  Joshaghani, Mohammad ^a,b,c   Faramarzi, Elahe ^a,b   Rafiee, Ezzat ^a,b   Daryanavard, Marzieh ^a,b   Xiao, Jianliang ^c   Baillie, Colin ^c  

^a RAZI UNIVERSITY   (Iran)

^b Kermanshah Oil Refining Company   (Iran)

^c UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

Palladium catalyst; Suzuki coupling reaction; Tolylphosphine

Indexed keywords

CATALYSIS; ORGANIC ACIDS; PALLADIUM; REACTION KINETICS; SOLVENTS;

ARYL-BROMIDES; BULKY TOLYLPHOSPHINE; CROSS-COUPLING REACTIONS; SUZUKI COUPLING;

LIGANDS;

EID: 34250879175     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2007.04.022     Document Type: Article

References (50)

1. Baillie C., Chen W., and Xiao J. Tetrahedron Lett. 42 (2001) 9085
2. Frenette R., and Friesen R.W. Tetrahedron Lett. 35 (1994) 9177
3. Aim D., Monterio A.L., and Dupont J. Tetrahedron Lett. 41 (2000) 8199
4. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457
5. Bellina F., Carpita A., and Rossi R. Synthesis (2004) 2419
6. Littke A.F., and Fu G.C. Angew. Chem. Int. Ed. 37 (1998) 3387
7. Littke A.F., Dai C., and Fu G.C. J. Am. Chem. Soc. 122 (2000) 4020
8. Liu S.-Y., Choi M.J., and Fu G.C. J. Chem. Soc., Chem. Commun. (2001) 2408
9. Fu G.C. J. Org. Chem. 69 (2004) 3245
10. Old D.W., Wolfe J.P., and Buchwald S.L. J. Am. Chem. Soc. 120 (1998) 9722
11. Wolfe J.P., Singer R.A., Yang B.H., and Buchwald S.L. J. Am. Chem. Soc. 121 (1999) 9550
12. Wolfe J.P., and Buchwald S.L. Angew. Chem. Int. Ed. 38 (1999) 2413
13. Walker S.D., Barder T.E., Martinelli J.R., and Buchwald S.L. Angew. Chem. Int. Ed. 43 (2004) 1907
14. Bedford R.B., Draper S.M., Scully P.N., and Welch S.L. New J. Chem. 24 (2000) 745
15. Bedford R.B., and Welch S.L. Chem. Commun. (2001) 129
16. Bedford R.B., and Hazelwood S.L. Organometallics 21 (2002) 2599
17. Anderson J.C., Namli H., and Roberts C.A. Tetrahedron 53 (1997) 15123
18. Wiedermann J., Mereiter K., and Kirchner K. J. Mol. Catal. 257 (2006) 67
19. Schneider S.K., Herrmann W.A., and Herdtweck E. J. Mol. Catal. 245 (2006) 248
20. Schneider S.K., Rentzsch C.F., Krüger A., Raubenheimer H.G., and Herrmann W.A. J. Mol. Catal. 265 (2006) 50
21. Kotha S., Lahiri K., and Kashinath D. Tetrahedron 58 (2002) 9633
22. Zapf A., Ehrentraut A., and Beller M. Angew. Chem. Int. Ed. 39 (2000) 4153
23. Punji B., Ganesamoorthy C., and Balakrishna M.S. J. Mol. Catal. 259 (2006) 78
24. Pickett T.E., Roca F.X., and Richards C.J. J. Org. Chem. 68 (2003) 2592
25. Walker S.D., Barder T.E., Martinelli J.R., and Buchwald S.L. Angew. Chem. Int. Ed. 43 (2004) 871
26. Miura M. Angew. Chem. Int. Ed. 43 (2004) 2201
27. Littke A.F., and Fu G.C. Angew. Chem. Int. Ed. 41 (2002) 4176
28. Cheng J., Wang F., Xu J.-H., Pan Y., and Zhang Z. Tetrahedron Lett. 44 (2003) 7095
29. Shen W. Tetrahedron Lett. 38 (1997) 5575
30. Anderson K.W., Mendez-Perez M., Priego J., and Buchwald S.L. J. Org. Chem. 68 (2003) 9563
31. Hooper M.W., Utsunomiya M., and Hartwig J.F. J. Org. Chem. 68 (2003) 2861
32. Stambuli J.P., Kuwano R., and Hartwig J.F. Angew. Chem. Int. Ed. 41 (2002) 4746
33. Joshaghani M., Faramarzi E., Rafiee E., Daryanavard M., Xiao J., and Baillie C. J. Mol. Catal. 259 (2006) 35
34. Chen L.S., Chen G.J., and Tamborski C.J. Organomet. Chem. 215 (1981) 281
35. Verkada Jg., and Quin Ld. Phosphorus-31 NMR Spectroscopy in Stereochemical Analysis. Organic Compounds and Metal Complexes (1987), VCH Publisher Inc., Deerfield Beach pp. 88-92
36. Dias P.B., Minas de Piedade M.E., and Martinho Simoes J.A. Coordin. Chem. Rev. 135 (1994) 737
37. Welton T. Chem. Rev. 99 (1999) 2071
38. Sheldon R. Chem. Commun. (2001) 2399
39. Gordon C.M. Appl. Catal. A (2001) 101
40. Herrman W.A., and Böhm V.P.W. J. Organomet. Chem. 572 (1999) 141
41. Herrman W.A., Böhm V.P.W., and Reisinger C.-P. J. Organomet. Chem. 576 (1999) 23
42. Amatore C., and Jutand A. Acc. Chem. Res. 33 (2000) 314
43. Nicholas E., and Leadbeater M.M. Angew. Chem. Int. Ed. 42 (2003) 1407
44. Badone D., Baroni M., and Cardamone R. J. Org. Chem. 62 (1997) 7170
45. Reetz M.T., and Westermann E. Angew. Chem. Int. Ed. 39 (2000) 165
46. Bedford R.B., Blake M.E., Butts C.P., and Holder D. Chem. Commun. (2003) 466
47. Catellani M., and Chiusoli G.P. J. Organomet. Chem. 425 (1992) 151
48. Catellani M., and Chiusoli G.P. J. Organomet. Chem. 346 (1988) C27
49. Yin J., Rainka M.P., Zhang X.-X., and Buchwald S.L. J. Am. Chem. Soc. 124 (2002) 1162
50. Christmann U., Vilar R., White A.J.P., and Williams D.J. Chem. Commun. (2004) 1294