Suzuki-Miyaura cross-coupling of aryl iodides and phenylboronic acid over palladium-free CeO2 catalysts

Applied Catalysis A: General

Volumn 482, Issue , 2014, Pages 24-30

  Diez, Alejandra S ^a   Graziano Mayer, Marilyn ^a   Radivoy, Gabriel ^a   Volpe, María A ^b  

^a UNIVERSIDAD NACIONAL DEL SUR   (Argentina)

^b PLAPIQUI UNS CONICET   (Argentina)

Author keywords

Acid sites; Ceria; Cross coupling; Suzuki Miyaura

Indexed keywords

CATALYSTS; CERIUM COMPOUNDS; CERIUM OXIDE; ORGANIC ACIDS; PALLADIUM; SILICON; TITRATION; TRANSITION METALS; VOLTAMMETRY;

ACID SITE; CATALYTIC PERFORMANCE; CROSS-COUPLINGS; METAL-FREE CATALYSTS; POTENTIOMETRIC TITRATIONS; SUZUKI-MIYAURA; SUZUKI-MIYAURA CROSS-COUPLING; SUZUKI-MIYAURA CROSS-COUPLING REACTION;

CHEMICAL REACTIONS;

EID: 84902210003     PISSN: 0926860X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.apcata.2014.05.020     Document Type: Article

References (56)

1. N. Miyaura, and A. Suzuki Chem. Rev. 95 1995 2457 2483
2. A. Suzuki J. Organomet. Chem. 576 1999 147 168
3. A. Suzuki Chem. Int. Ed. 50 2011 6722 6737
4. N. Miyaura second ed. A. de Meijere, F. Diederich, Metal-Catalyzed Cross-Coupling Reactions vol. 1 2004 Wiley-VCH Weinheim (Chapter 2)
5. L. Tietze, H. Ila, and H. Bell Chem. Rev. 104 2004 3453
6. L. Yin, and J. Liebscher Chem. Rev. 107 2007 133 173
7. R. Sheldon R. Sheldon, H. van Bekum, Fine Chemicals through Heterogeneous Catalysts 2001 Wiley VCH Weinheim, Germany
8. N. Kim, M.S. Kwon, C.M. Park, and J. Park Tetrahedron Lett. 45 2004 705 712
9. A. Cwik, F.Z. Hell, and F. Figueras Org. Biomol. Chem. 3 2005 4307 4309
10. M. Lakshmi Kantam, S. Roy, M. Roy, B. Sreedhar, and B.M. Choudary Adv. Synth. Catal. 347 2005 2002
11. F.-X. Felpin, T. Ayad, and S. Mitra Eur. J. Org. Chem. 2006 2679 2690
12. D. Kudo, Y. Masui, and M. Onaka Chem. Lett. 36 2007 918 919
13. L.-S. Zhong, J.-S. Hu, Z.-M. Cui, L.-J. Wan, and W.-G. Song Chem. Mater. 19 2007 4557 4562
14. U. Kazmaier, S. Hahn, T.D. Weiss, R. Kautenburger, and W.F. Maier Synlett 2007 2579 2583
15. F. Alonso, I.P. Beletskaya, and M. Yus Tetrahedron 64 2008 3047 3101
16. K. Kohler, R.G. Heidenreich, S.S. Soomro, and S.S. Prockl Adv. Synth. Catal. 350 2008 2930 2936
17. F. Amoroso, S. Colussi, A. Del Zotto, J. Llorca, and A. Trovarelli J. Mol. Catal. A 315 2010 197 204
18. A. Ohtaka Chem. Rev. 13 2013 274 285
19. M. Mora, C. Jiménez-Sanchidrián, and J.R. Ruiz Curr. Org. Chem. 16 2012 1128 1150
20. K.K. Senapati, S. Roy, C. Borgohain, and P. Phukan J. Mol. Catal. A: Chem. 352 2012 128 134
21. S. Wei, Z. Ma, P. Wang, Z. Dong, and J. Ma J. Mol. Catal. A: Chem. 370 2013 175 181
22. R. Kardanpour, S. Tangestaninejad, V. Mirkhani, M. Moghadam, I. Mohammadpoor-Baltork, A.R. Khosropour, and F. Zadehahmadi J. Organomet. Chem. 761 2014 127 133
23. Q. Zhang, H. Su, J. Luo, and Y. Wei Tetrahedron 69 2013 447 454
24. C. Sarmah, D. Sahu, and P. Das Catal. Commun. 41 2013 75 78
25. R. Jana, T.P. Pathak, and M.S. Sigman Chem. Rev. 111 2011 1417 1492
26. J. Han, Y. Liu, and R. Guo J. Am. Chem. Soc. 131 2009 2060 2061
27. D. Zim, V.R. Lando, J. Dupont, and A.L. Monteiro Org. Lett. 3 2001 3049 3051
28. M.B. Thathagar, J. Beckers, and G. Rothenberg J. Am. Chem. Soc. 124 2002 11858 11859
29. A.S. Demir, O. Reis, and M. Emrullahoglu J. Org. Chem. 68 2003 578 580
30. C.J. Li Angew. Chem. Int. Ed. 42 2003 4856 4858
31. M. Grazziano Mayer, F. Nador, M. Volpe, and G. Radivoy Synlett 24 2013 0338 0342
32. S. Agawane, and J. Nagarkar Tetrah. Lett. 52 2011 5220 5223
33. L. Vivier, and D. Duprez ChemSusChem 3 2010 654 678
34. M. Kobune, S. Sato, and R. Takahashi J. Mol. Catal. A: Chem. 279 2008 10 19
35. M. Glinski, and M. Kaszubski React. Kinet. Catal. Lett. 70 2000 271 274
36. T. Yokoyama, and N. Yamagata Appl. Catal. A: Gen. 221 2001 227 239
37. A. Yee, S. Morrison, and H. Idriss J. Catal. 186 1999 279 295
38. B. Campo, M. Volpe, S. Ivanova, and R. Touroude J. Catal. 242 2006 162 171
39. B. Campo, C. Petit, and M. Volpe J. Catal. 254 2008 71 78
40. R. Cid, and G. Pecchi Appl. Catal. 14 1985 15 21
41. C. Covarrubias, R. Quijada, and R. Rojas Mic. Mater. 117 2009 118 125
42. F. Larachia, J. Pierre, A. Adnot, and A. Bernis Appl. Surf. Sci. 195 2002 236 250
43. E.J. Preisler, O.J. Marsh, R.A. Beach, and T.C. McGill J. Vac. Sci. Technol. B 19 2001 1611 1618
44. G. Praline, B.E. Koel, R.L. Hance, H.-I. Lee, and J.M. White J. Electron Spectrosc. Relat. Phenom. 21 1980 17 30
45. A.E.C. Palmqvist, M. Wirde, U. Gelius, and M. Muhammed Nanostruct. Mater. 11 1999 995 1007
46. D.R. Mullins, S.H. Overbury, and D.R. Huntley Surf. Sci. 409 1998 307 319
47. K. Schierbaum Surf. Sci. 399 1998 29 38
48. S. Carretin, A. Corma, M. Iglesias, and F. Sanchez Appl. Catal. A: Gen. 291 2005 247 252
49. N.G. Willis, and J. Guzman Appl. Catal. A. Gen. 339 2008 68 75
50. C. González-Arellano, A. Abad, A. Corma, H. Garcia, M. Iglesias, and E. Sánchez Angew. Chem. 119 2007 1550 1560
51. G. Lu, A. Linsebigler, and J.T. Yates J. Phys. Chem. 99 1995 7626 7631
52. M.A. Henderson, W.S. Epling, C.L. Perkins, C.H.F. Peden, and U. Diebold J. Phys. Chem. B 103 1999 5328 5337
53. C. Desorme, Y. Madiez, and D. Duprez J. Catal. 196 2000 167 173
54. C. Binet, M. Daturi, and J.-C. Lavalley Catal. Today 50 1999 207 225
55. D. Martin, and D. Duprez J. Mol. Catal. A: Chem. 118 1997 113 128
56. Y. Li, D. He, Q. Zhu, X. Zhang, and B. Xu J. Catal. 221 2004 584 593