Iron(III) triflimide as a catalytic substitute for gold(I) in hydroaddition reactions to unsaturated carbon-carbon bonds

Chemistry - A European Journal

Volumn 19, Issue 26, 2013, Pages 8627-8633

  Cabrero Antonino, Jose R ^a   Leyva Pérez, Antonio ^a   Corma, Avelino ^a  

^a UNIVERSITY OF VALENCIA   (Spain)

Author keywords

Br nsted catalysis; gold; hydroaddition reactions; iron; Lewis catalysis

Indexed keywords

C-C BONDS; CARBON-CARBON BOND; HEATING CONDITIONS; HYDROADDITION REACTIONS;

AMINES; CATALYSIS; CATALYST SELECTIVITY; CHEMICAL COMPOUNDS; COVALENT BONDS; HYDROCARBONS; IRON; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEOPHILES;

GOLD;

EID: 84879159710     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201300386     Document Type: Article

References (65)

1. W. E. Brenzovich, Jr., Angew. Chem. 2012, 124, 9063
2. Angew. Chem. Int. Ed. 2012, 51, 8933.
3. J. Oliver-Meseguer, J. R. Cabrero-Antonino, A. Leyva-Pérez, I. Dominguez, A. Corma, Science 2012, 338, 1452.
4. A. Corma, A. Leyva-Pérez, M. J. Sabater, Chem. Rev. 2011, 111, 1657.
5. N. Krause, C. Winter, Chem. Rev. 2011, 111, 1994.
6. H. Huang, Y. Zhou, H. Liu, Beilstein J. Org. Chem. 2011, 7, 897.
7. A. S. K. Hashmi, Angew. Chem. 2010, 122, 5360
8. Angew. Chem. Int. Ed. 2010, 49, 5232.
9. S. K. Beaumont, G. Kyriakou, R. M. Lambert, J. Am. Chem. Soc. 2010, 132, 12246.
10. A. S. K. Hashmi, M. Buehrle, Aldrichimica Acta 2010, 43, 27.
11. N. Marion, R. S. Ramõn, S. P. Nolan, J. Am. Chem. Soc. 2009, 131, 448.
12. A. Grirrane, A. Corma, H. Garcia, Science 2008, 322, 1661.
13. A. Corma, H. Garcia, Chem. Soc. Rev. 2008, 37, 2096.
14. C. González-Arellano, A. Abad, A. Corma, H. Garcia, M. Iglesias, F. Sanchez, Angew. Chem. 2007, 119, 1558
15. Angew. Chem. Int. Ed. 2007, 46, 1536.
16. A. S. K. Hashmi, Chem. Rev. 2007, 107, 3180.
17. G. Wienhöfer, F. A. Westerhaus, R. V. Jagadeesh, K. Junge, H. Junge, M. Beller, Chem. Commun. 2012, 48, 4827.
18. J. R. Cabrero-Antonino, A. Leyva-Pérez, A. Corma, Adv. Synth. Catal. 2012, 354, 678.
19. J. R. Cabrero-Antonino, A. Leyva-Pérez, A. Corma, Chem. Eur. J. 2012, 18, 11107.
20. A. Boddien, D. Mellmann, F. Gaertner, R. Jackstell, H. Junge, P. J. Dyson, G. Laurenczy, R. Ludwig, M. Beller, Science 2011, 333, 1733.
21. C.-L. Sun, B.-J. Li, Z.-J. Shi, Chem. Rev. 2011, 111, 1293.
22. K. Junge, K. Schroeder, M. Beller, Chem. Commun. 2011, 47, 4849.
23. S. Zhou, S. Fleischer, K. Junge, S. Das, D. Addis, M. Beller, Angew. Chem. 2010, 122, 8298
24. Angew. Chem. Int. Ed. 2010, 49, 8121.
25. J. R. Cabrero-Antonino, A. Leyva-Pérez, A. Corma, Adv. Synth. Catal. 2010, 352, 1571.
26. S. Zhou, K. Junge, D. Addis, S. Das, M. Beller, Angew. Chem. 2009, 121, 9671
27. Angew. Chem. Int. Ed. 2009, 48, 9507.
28. K. Kohno, K. Nakagawa, T. Yahagi, J.-C. Choi, H. Yasuda, T. Sakakura, J. Am. Chem. Soc. 2009, 131, 2784.
29. A. Correa, O. Garcia Mancheno, C. Bolm, Chem. Soc. Rev. 2008, 37, 1108.
30. J. Michaux, V. Terrasson, S. Marque, J. Wehbe, D. Prim, J.-M. Campagne, Eur. J. Org. Chem. 2007, 2601.
31. C. Bolm, J. Legros, J. Le Paih, L. Zani, Chem. Rev. 2004, 104, 6217.
32. A. Fürstner, A. Leitner, M. Mendez, H. Krause, J. Am. Chem. Soc. 2002, 124, 13856.
33. J. Kischel, I. Jovel, K. Mertins, A. Zapf, M. Beller, Org. Lett. 2006, 8, 19.
34. N. T. Patil, R. D. Kavthe, V. S. Shinde, Tetrahedron 2012, 68, 8079.
35. M. Beller, J. Seayad, A. Tillack, H. Jiao, Angew. Chem. 2004, 116, 3448
36. Angew. Chem. Int. Ed. 2004, 43, 3368.
37. A. S. K. Hashmi, Catal. Today 2007, 122, 211.
38. A. S. K. Hashmi, L. Schwarz, P. Rubenbauer, M. C. Blanco, Adv. Synth. Catal. 2006, 348, 705.
39. K. S. Williamson, T. P. Yoon, J. Am. Chem. Soc. 2012, 134, 12370.
40. A. S. K. Hashmi, I. Braun, P. Noesel, J. Schaedlich, M. Wieteck, M. Rudolph, F. Rominger, Angew. Chem. 2012, 124, 4532
41. Angew. Chem. Int. Ed. 2012, 51, 4456.
42. S. Antoniotti, V. Dalla, E. Duñach, Angew. Chem. 2010, 122, 8032
43. Angew. Chem. Int. Ed. 2010, 49, 7860.
44. L. Ricard, F. Gagosz, Organometallics 2007, 26, 4704.
45. T. T. Dang, F. Boeck, L. Hintermann, J. Org. Chem. 2011, 76, 9353.
46. J. G. Taylor, L. A. Adrio, K. K. Hii, Dalton Trans. 2010, 39, 1171.
47. G. Kovács, A. Lledõs, G. Ujaque, Organometallics 2010, 29, 5919.
48. Z. Li, J. Zhang, C. Brouwer, C.-G. Yang, N. W. Reich, C. He, Org. Lett. 2006, 8, 4175.
49. D. C. Rosenfeld, S. Shekhar, A. Takemiya, M. Utsunomiya, J. F. Hartwig, Org. Lett. 2006, 8, 4179.
50. T. C. Wabnitz, J.-Q. Yu, J. B. Spencer, Chem. Eur. J. 2004, 10, 484.
51. J. Penzien, R. Q. Su, T. E. Muller, J. Mol. Catal. A 2002, 182-183, 489.
52. M. Weiwer, L. Coulombel, E. Dunach, Chem. Commun. 2006, 332.
53. A. Leyva, A. Corma, J. Org. Chem. 2009, 74, 2067.
54. A. Leyva, A. Corma, Adv. Synth. Catal. 2009, 351, 2876.
55. R. Arvai, F. Toulgoat, B. R. Langlois, J.-Y. Sanchez, M. Médebielle, Tetrahedron 2009, 65, 5361.
56. A. S. K. Hashmi, M. C. Blanco, D. Fischer, J. W. Bats, Eur. J. Org. Chem. 2006, 1387.
57. N. Morita, N. Krause, Angew. Chem. 2006, 118, 1930
58. Angew. Chem. Int. Ed. 2006, 45, 1897.
59. L. L. Santos, V. R. Ruiz, M. J. Sabater, A. Corma, Tetrahedron 2008, 64, 7902.
60. T. Hashimoto, S. Kutubi, T. Izumi, A. Rahman, T. Kitamura, J. Organomet. Chem. 2011, 696, 99.
61. A. Corma, V. R. Ruiz, A. Leyva-Pérez, M. J. Sabater, Adv. Synth. Catal. 2010, 352, 1701.
62. A. S. K. Hashmi, M. Rudolph, Chem. Soc. Rev. 2008, 37, 1766.
63. A. Leyva-Pérez, A. Corma, Angew. Chem. 2012, 124, 636
64. Angew. Chem. Int. Ed. 2012, 51, 614.
65. D. B. Williams, M. E. Stoll, B. L. Scott, D. A. Costa, W. J. Oldham, Jr., Chem. Commun. 2005, 1438.