Applications of a monomeric orthopalladate complex containing mixed phosphorus-nitrogen donors in the Heck reaction

Tetrahedron Letters

Volumn 52, Issue 37, 2011, Pages 4782-4787

  Hajipour, Abdol Reza ^a,b   Rafiee, Fatemeh ^a   Rouho, Arnold E ^b  

^a ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

^b UNIVERSITY OF WISCONSIN SCHOOL OF MEDICINE AND PUBLIC HEALTH   (United States)

Author keywords

Cyclopalladated complex; Heck reaction; Palladium catalyst; Triphenylphosphine

Indexed keywords

BROMIDE; CHLORIDE; HOMOVERATRYLAMINE; IODIDE; MONOMERIC ORTHOPALLADATE COMPLEX 2; NITROGEN; OXYGEN; PALLADIUM COMPLEX; PHOSPHORUS; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CROSS COUPLING REACTION; HECK REACTION; SYNTHESIS; THERMOSTABILITY;

EID: 80051696233     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.07.036     Document Type: Article

References (63)

1. R.F. Heck Palladium Reagents in Organic Synthesis 1985 Academic Press London
2. A. Meijere, and F.E. Meyer Angew. Chem. 106 1994 2473
3. J. Tsuji Palladium Reagents and Catalysts 1995 Wiley Chichester
4. W. Herrmann Applied Homogeneous Catalysis with Organometallic Compounds 1996 VCH Weinheim pp 712-726
5. S. Bräse, and A. Meijere Metal-Catalyzed Cross-Coupling Reactions 1998 Wiley-VCH Weinheim pp. 99-166
6. S. Bong Park, and H. Alper Org. Lett. 5 2003 3209
7. G.T. Crips Chem. Soc. Rev. 27 1998 427
8. I.P. Beletskaya, and A.V. Cheprakov Chem. Rev. 100 2000 3009
9. A.B. Dounay, and L.E. Overman Chem. Rev. 103 2003 2945
10. V.V. Grushin, and H. Alper Chem. Rev. 94 1994 1047
11. T.H. Riermeier, A. Zapf, and M. Beller Top. Catal. 4 1998 301
12. Y. Ben-David, M. Portnoy, M. Gozin, and D. Milstein Organometallics 11 1992 1995
13. M. Portnoy, Y. Ben-David, and D. Milstein Organometallics 12 1993 4734
14. J.B. Davison, N.M. Simon, and S.A. Sojka J. Mol. Catal. 22 1984 394
15. A. Spencer J. Organomet. Chem. 270 1984 115
16. M. Beller, and A. Zapf Synlett 1998 792
17. M. Julia, M. Duteil, C. Grard, and E. Kuntz Bull. Soc. Chim. Fr. 1973 2791
18. K. Kaneda, M. Higushi, and T. Imanaka J. Mol. Catal. 63 1990 33
19. M.T. Reetz, and G. Lohmer Chem. Commun. 1996 1921
20. M. Beller, H. Fischer, K. Kühlein, C.P. Reisinger, and W.A. Herrmann J. Organomet. Chem. 520 1996 257
21. M.T. Reetz, R. Breinbauer, and K. Wanninger Tetrahedron Lett. 37 1996 4499
22. W.A. Herrmann, M. Elison, J. Fischer, C. Köcher, and G.R.J. Artus Angew. Chem. 107 1995 2602
23. W.A. Herrmann, C.P. Reisinger, and M. Spiegler J. Organomet. Chem. 572 1998 93
24. W.A. Herrmann, C. Broûmer, K. Öfele, C.P. Reisinger, T. Priermeier, M. Beller, and H. Fischer Angew. Chem. 107 1995 1989
25. W.A. Herrmann, C. Broûmer, C.P. Reisinger, T. Priermeier, K. Öfele, and M. Beller Chem. Eur. J. 3 1997 1357
26. W.A. Herrmann, V.P.W. Böhm, and C.P. Reisinger J. Organomet. Chem. 576 1999 23
27. M. Ohff, A. Ohff, M.E. Van der Boom, and D. Milstein J. Am. Chem. Soc. 119 1997 11687
28. A. Gonzalez, C. Lopez, X. Solans, M. Font-Bardia, and E. Molins J. Organomet. Chem. 693 2008 2119
29. G.M. Lobmaier, G.D. Frey, R.D. Dewhurst, E. Herdtweck, and W.A. Herrmann Organometallics 26 2007 6290
30. A.J. Cheney, and B.L. Shaw J. Chem. Soc., Dalton Trans. 1972 754
31. B.L. Shaw New J. Chem. 22 1998 77
32. B.L. Shaw, S.D. Perera, and E.A. Staley Chem. Commun. 1998 136
33. G.J. Gainsford, and R. Mason J. Organomet. Chem. 80 1974 395
34. E.C. Alyea, S.A. Dias, G. Ferguson, and P.J. Roberts J. Chem. Soc., Dalton Trans. 1979 948
35. E.C. Alyea, G. Ferguson, J. Malito, and B.L. Ruhl Organometallics 8 1989 1188
36. T. Mitsudo, W. Fischetti, and R.F. Heck J. Org. Chem. 49 1984 640
37. A.D. Tanase, G.D. Frey, E. Herdtweck, S.D. Hoffmann, and W.A. Herrmann J. Organomet. Chem. 692 2007 3316
38. G. Aragay, J. Pons, J. García-Anton, X. Solans, M. Font-Bardia, and J. Ros J. Organomet. Chem. 693 2008 3396
39. A.D. Ryabov Synthesis 1985 233
40. M. Pfeffer Recl. Trav. Chim. Pay-Bas. 109 1990 567
41. M. Pfeffer Pure Appl. Chem. 64 1992 335
42. J. Spencer, and M. Pfeffer Adv. Met. Org. Chem. 6 1998 103
43. V.V. Dunina, and O.N. Gorunova Russ. Chem. Rev. 73 2004 309
44. R.B. Bedford, and L.T. Pilarski Tetrahedron Lett. 49 2008 4216
45. R.B. Bedford, M. Betham, J.P.H. Charmant, and A.L. Weeks Tetrahedron 64 2008 6038
46. R.B. Bedford, and M.E. Limmert J. Org. Chem. 68 2003 8669
47. J. Buey, and P. Espinet J. Organomet. Chem. 507 1996 137
48. K.K. Lo, C. Chung, T.K. Lee, L. Lui, K.H. Tang, and N. Zhu Inorg. Chem. 42 2003 6886
49. C. Lopez, A. Caubet, S. Perez, X. Solans, and M. Font-Bardía J. Organomet. Chem. 681 2003 80
50. S. Perez, C. Lopez, A. Caubet, X. Solans, M. Font-Bardía, A. Roig, and E. Molins Organometallics 25 2006 596
51. A. Moyano, M. Rosol, R.M. Moreno, C. Lopez, and M.A. Maestro Angew. Chem., Int. Ed. 44 2005 1865
52. A.R. Hajipour, K. Karami, and A. Pirisedigh J. Organomet. Chem. 694 2009 2548
53. A.R. Hajipour, K. Karami, and A. Pirisedigh Appl. Organomet. Chem. 23 2009 504
54. A.R. Hajipour, K. Karami, and Gh. Tavakoli Appl. Organomet. Chem. 24 2010 798
55. A.R. Hajipour, K. Karami, and A. Pirisedigh Inorg. Chim. Acta. 370 2011 531
56. A.R. Hajipour, K. Karami, and A. Pirisedigh Appl. Organomet. Chem. 24 2010 454
57. A.R. Hajipour, K. Karami, Gh. Tavakolki, and A. Pirisedigh J. Organomet. Chem. 696 2011 819
58. S.R. Dubbaka, and P. Vogel Chem. Eur. J. 11 2005 2633
59. F. Yang, Y. Zhang, R. Zheng, J. Tang, and M. He J. Organomet. Chem. 651 2002 146
60. W.A. Herrmann, M. Elison, J. Fisher, C. Köcher, and G.R.J. Artus Angew. Chem., Int. Ed. Engl. 34 1995 2371
61. F. Ozawa, A. Kubo, and T. Hayashi Chem. Lett. 1992 2177
62. S. Hiller, S. Sartori, and O. Reiser J. Am. Chem. Soc. 118 1996 2077
63. C. Amatore, A. Jutand, and M.A. M'Barki Organometallics 11 1992 3009