N-donor complexes of palladium as catalysts for Suzuki cross-coupling reactions in ionic liquids

Journal of Molecular Catalysis A: Chemical

Volumn 214, Issue 1, 2004, Pages 27-32

  Mathews, Christopher J ^a   Smith, Paul J ^b   Welton, Tom ^b  

^a JEALOTT S HILL INTERNATIONAL RESEARCH CENTRE   (United Kingdom)

^b IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Cross coupling reaction; Ionic liquids; Palladium imidazole complexes

Indexed keywords

CATALYST ACTIVITY; CATALYSTS; PALLADIUM;

CROSS-COUPLING REACTIONS; IONIC LIQUIDS;

CATALYSIS;

IMIDAZOLE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CATALYST; ENVIRONMENTAL TEMPERATURE; ION CURRENT; LIQUID; REACTION ANALYSIS; RECYCLING; SUZUKI REACTION;

EID: 1842689231     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2003.11.030     Document Type: Article

References (59)

1. Bei X., Crevier T., Guram A.S., Jandeleit B., Powers T.S., Turner H.W., Uno T., Weinberg W.H. Tetrahedron Lett. 40:1999;3855-3858.
2. Hillier A.C., Grasa G.A., Viciu M.S., Lee H.M., Yang C., Nolan S.P. J. Organomet. Chem. 653:2002;69-82.
3. Zhang C., Trudell M.L. Tetrahedron Lett. 41:2000;595-598.
4. Wolfe J.P., Buchwald S.L. Angew. Chem. Int. Ed. 38:1999;2413-2416.
5. Zim D., Gruber A.A., Ebeling G., Dupont J., Monteiro A.L. Org. Lett. 3:2002;3049-3051.
6. Littke A.F., Fu G.C. J. Am. Chem. Soc. 123:2001;6989-7000.
7. Littke A.F., Dai C., Fu G.C. J. Am. Chem. Soc. 122:2000;4020-4028.
8. Littke A.F., Fu G.C. J. Org. Chem. 64:1999;10-11.
9. Wolfe J.P., Singer R.A., Yang B.H., Buchwald S.L. J. Am. Chem. Soc. 121:1999;9550-9561.
10. Ehrentraut A., Zapf A., Beller M. Synlett. 11:2000;1580-1592.
11. Zapf A., Beller M. Chem. Eur. J. 6:2000;1830-1833.
12. Herrmann W.A., Böhm V.P.W., Reisinger C. J. Organomet. Chem. 576:1999;23-41.
13. Zapf A., Beller M. Chem. Eur. J. 7:2001;2908-2915.
14. (a) C. Mathews, P.J. Smith, T. Welton, Chem. Commun. (2000) 1249-1250
15. Mathews C., Smith P.J., Welton T., White A.J.P., Williams D.J. Organometallics. 20:2001;3848-3850.
16. McLachlan F., Mathews C.J., Smith P.J., Welton T. Organometallics. 22:2003;5350-5354.
17. Wasserscheid P., Keim W. Angew. Chem. Int. Ed. Engl. 39:2000;3772-3789.
18. Olivier-Bourbigou H., Magna L. J. Mol. Catal. A: Chem. 182:2002;419-437.
19. (c) R. Sheldon, Chem. Commun.(2001) 2399
20. Gordon C.M. Appl. Catal. A. 101:2001;101-117.
21. Welton T. Chem. Rev. 99:1999;2071-2084.
22. (f) P. Wasserschied, T. Welton (Eds.), Ionic Liquids in Synthesis, VCH Wiley, Weinheim, 2002, ISBN 3-527-30515-7.
23. D.E. Kaufmann, M. Nouroozian, H. Henze, Synlett. (1996) 1091-1092.
24. Okubo K., Shirai M., Yokoyama C. Tetrahedron Lett. 43:2002;7115.
25. Selvakumar K., Zapf A., Beller M. Org. Lett. 4:2002;3031.
26. Vallin K.S.A., Emilsson P., Larhed M., Hallberg A. J. Org. Chem. 67:2002;6243.
27. Fukuyama T., Shinmen M., Nishitani S., Sato M., Ryu I. Org. Lett. 4:2002;1691.
28. (e) R. Rajagopal, D.V. Jarikote, K.V. Srinivasan, Chem. Commun. (2002) 616
29. Calo V., Nacci A. Z. Naturfors. Sect. A-J. Phys. Sci. 56:2001;702.
30. Hagiwara H., Shimizu Y., Hoshi T., Suzuki T., Ando M., Ohkubo K., Yokoyama C. Tetrahedron Lett. 42:2001;4349.
31. Xu L.J., Chen W.P., Ross J., Xiao J.L. Org. Lett. 3:2001;295.
32. Bohm V.P.W., Herrmann W.A. Chem.-Eur. J. 6:2000;1017.
33. Carmichael A.J., Earle M.J., Holbrey J.D., McCormacK P.B., Seddon R. Org. Lett. 1:1999;997.
34. (a) M. Ohff, A. Ohff, D. Milstein, Chem. Commun. (1999) 357-358
35. (b) H. Weissman, David Milstein, Chem. Commun. (1999) 1901-1902.
36. Alonso D.A., Nájera C., Pacheco M.C. Org. Lett. 2:2000;1823-1826.
37. Iyer S., Ramesh C. Tetrahedron. Lett. 41:2000;8981-8984.
38. Iyer S., Jayanthi A. Tetrahedron. Lett. 42:2001;7877-7878.
39. Alonso D.A., Nájera C., Pacheco M.C. J. Org. Chem. 67:2002;5588-5594.
40. Yang F., Zhang Y., Zheng R., Tang J., He M. J. Organomet. Chem. 651:2002;146-148.
41. Botella L., Nájera C. Angew. Chem. Int. Ed. 41:2002;179-181.
42. Botella L., Nájera C. J. Organomet. Chem. 663:2002;46-57.
43. Tao B., Boykin D.W. Tetrahedron Lett. 43:2002;4955-4957.
44. Grasa G.A., Hillier A.C., Nolan S.P. Org. Lett. 3:2001;1077-1080.
45. Abu-Surrah A.S., Kettunen M., Lappalainen K., Piironen U., Klinga M., Leskelä M. Polyhedron. 21:2002;27-31.
46. Mazet C., Gade L.H. Organometallics. 20:2001;4144-4146.
47. Buchmeiser M.R., Schareina T., Kempe R., Wurst K. J. Organomet. Chem. 634:2001;39-46.
48. Done M.C., Rüther T., Cavell K.J., Kilner M., Peacock E.J., Brauusaud N., Skelton B.W., White A. J. Organomet. Chem. 607:2000;78-92.
49. Done M.C., Rüther T., Cavell K.J., Peacock E.J., Skelton B.W., White A. Organometallics. 20:2001;5522-5531.
50. Batey R.A., Shen M., Lough A.J. Org. Lett. 4:2002;1411-1414.
51. Mathews C., Smith P.J., Welton T. J. Mol. Catal. A. 206:2003;77-82.
52. Carmichael A.J., Earle M.J., Holbrey J.D., McCormac P.B., Seddon K.R. Org. Lett. 1:1999;997-1000.
53. Reetz M.T., Lohmer G., Schwickardi R. Angew. Chem. Int. Ed. 37:1998;481-483.
54. Reetz M.T., Westermann E. Angew. Chem. Int. Ed. 39:2000;165-168.
55. (c) D. Zim, A.L. Monteiro, J. Dupont, Tetrahedron Lett. (2000) 8199-8202
56. (d) A. Biffis, M. Zecca, M. Basato, Eur. J. Inorg. Chem. (2001) 1131-1133.
57. Dullius J.E.L., Suarez P.A.Z., Einloft S., de Souza R.F., Dupont J., Fischer J., Cian A.D. Organometallics. 17:1998;815-819.
58. P. Wasserschied, C.M. Gordon, C. Hilgers, M.J. Muldoon, I.R. Dunkin, Chem. Commun. (2001) 1186-1187.
59. Kazarian S.G., Salter P., Welton T. Phys. Chem. Chem. Phys. 3:2001;5192-5200.