Intermetallic coinage metal-catalyzed functionalization of alkanes with ethyl diazoacetate: Gold as a ligand

Inorganica Chimica Acta

Volumn 369, Issue 1, 2011, Pages 146-149

  Fuentes, M Ángeles ^a   Rodríguez Castillo, María ^b   Monge, Miguel ^b   Olmos, M Elena ^b   López De Luzuriaga, Jose M ^b   Caballero, Ana ^a   Pérez, Pedro J ^a  

^a UNIVERSITY OF HUELVA   (Spain)

^b UNIVERSITY OF LA RIOJA   (Spain)

Author keywords

C H functionalization; Carbenes; Coinage metals; Diazocompounds

Indexed keywords

CATALYSIS; COINAGE; COPPER COMPOUNDS; GOLD; HYDROCARBONS; INTERMETALLICS; LIGANDS; MINTS; PARAFFINS; SILVER COMPOUNDS;

C-H FUNCTIONALIZATION; CARBENE INSERTION; CARBENES; COINAGE METALS; DIAZOCOMPOUNDS; ETHYL DIAZOACETATE; FUNCTIONALIZATIONS; SPECTATOR LIGANDS;

GOLD COMPOUNDS;

EID: 79953847671     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2011.01.012     Document Type: Article

References (30)

1. R.G. Bergman Nature 446 2007 391
2. B.A. Arndtsen, R.G. Bergman, T.A. Mobley, and T.H. Peterson Acc. Chem. Res. 28 1995 154
3. J.A. Labinger, and J.E. Bercaw Nature 417 2002 507
4. H.M.L. Davies, and J.R. Manning Nature 451 2008 417
5. M.M. Díaz-Requejo, T.R. Belderrain, M.C. Nicasio, and P.J. Pérez Dalton Trans. 5999 2006
6. M.P. Doyle, R. Duffy, M. Ratnikov, and L. Zhou Chem. Rev. 110 2010 704
7. M.M. Díaz-Requejo, and P.J. Pérez Chem. Rev. 108 2008 3379
8. A. Demonceau, A.F. Noels, A. Hubert, and P. Teyssié J. Chem. Soc., Chem. Commun. 688 1981
9. H.M.L. Davies, and R.E.J. Beckwith Chem. Rev. 103 2003 2861
10. L.T. Scott, and G.J. DeCicco J. Am. Chem. Soc. 96 1974 322
11. D.S. Wulfman, R.S. McDaniel, and B.W. Peace Tetrahedron 32 1976 1241
12. xCu catalysts: M.M. Díaz-Requejo, T.R. Belderrain, M.C. Nicasio, S. Trofimenko, and P.J. Pérez J. Am. Chem. Soc. 124 2002 896
13. A. Caballero, M.M. Díaz-Requejo, T.R. Belderrain, M.C. Nicasio, S. Trofimenko, and P.J. Pérez J. Am. Chem. Soc. 125 2003 1446
14. A. Caballero, M.M. Díaz-Requejo, T.R. Belderrain, M.C. Nicasio, S. Trofimenko, and P.J. Pérez Organometallics 22 2003 4145
15. xAg catalysts: J. Urbano, T.R. Belderrain, M.C. Nicasio, S. Trofimenko, M.M. Díaz-Requejo, and P.J. Pérez Organometallics 24 2005 1528
16. J. Urbano, A.A.C. Braga, F. Maseras, E. Álvarez, M.M. Díaz-Requejo, and P.J. Pérez Organometallics 28 2009 5968
17. P. Rodríguez, E. Álvarez, M.C. Nicasio, and P.J. Pérez Organometallics 26 2007 6661
18. P. Rodríguez, A. Caballero, M.M. Díaz-Requejo, M.C. Nicasio, and P.J. Pérez Org. Lett. 8 2006 557
19. M.R. Fructos, P. de Frémont, S.P. Nolan, M.M. Díaz-Requejo, and P.J. Pérez Organometallics 25 2006 2237
20. P. de Frémont, E.D. Stevens, M.R. Fructos, M.M. Díaz-Requejo, P.J. Pérez, and S.P. Nolan Chem. Commun. 2006 2045
21. H.V.R. Dias, R.G. Browning, S.A. Richey, and C.J. Lovely Organometallics 23 2004 1200
22. H.V.R. Dias, R.G. Browning, S.A. Richey, and C.J. Lovely Organometallics 24 2005 5784
23. E.J. Fernández, A. Laguna, J.M. López-de-Luzuriaga, M. Monge, M. Montiel, M.E. Olmos, and M. Rodríguez-Castillo Organometallics 25 2006 3639
24. A.A.C. Braga, F. Maseras, J. Urbano, A. Caballero, M.M. Díaz-Requejo, and P.J. Pérez Organometallics 25 2006 5292
25. S.J. Blanksby, and G.B. Ellison Acc. Chem. Res. 36 2003 255
26. A.J. Anciaux, A. Demonceau, A.F. Noels, A.J. Hubert, N. Petiniot, and P.H. Teyssie J. Chem. Soc., Chem. Commun. 1980 765
27. M.E. Morilla, M.M. Díaz-Requejo, T.R. Belderrain, M.C. Nicasio, S. Trofimenko, and P. Pérez J. Organometallics 23 2004 293
28. C.J. Lovely, G. Browning, V. Badarinarayana, and H.V. Rasika Dias Tet. Lett. 46 2005 2453
29. M.R. Fructos, T.R. Belderrain, P. Frémont, N.M. Scott, S.P. Nolan, M.M. Díaz-Requejo, and P.J. Pérez Angew. Chem., Int. Ed. 44 2005 5284
30. 4 (M = Cu, Ag) provides the insertion product in 3-8% yield, the major product being the cycloheptatriene. Unpublished results from this laboratory.