Study of the reactivity of 2-methyl-3-butenenitrile with Ni(0)-N-heterocyclic carbene complexes

Journal of Molecular Catalysis A: Chemical

Volumn 288, Issue 1-2, 2008, Pages 14-18

  Acosta Ramírez, Alberto ^a   Morales Morales, David ^a   Serrano Becerra, Juan Manuel ^a   Arévalo, Alma ^a   Jones, William D ^b   García, Juventino J ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b UNIVERSITY OF ROCHESTER   (United States)

Author keywords

Carbenes; Catalytic isomerization; Homogeneous; Nickel; Nitriles

Indexed keywords

CATALYST ACTIVITY; COMPLEXATION; ISOMERIZATION; NICKEL COMPOUNDS; OLEFINS;

BUTENENITRILE; CARBENES; CATALYTIC ISOMERIZATION; NITRILES;

LIGANDS;

EID: 44449098114     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2008.03.024     Document Type: Article

References (38)

1. P.W.N.M. van Leeuwen, Homogeneous Catalysis: Understanding the Art. Kluwer Academic Publishers, Dordrecht, The Netherlands, 2004, pp. 229-233. The isomerisation reaction has also been undertaken in aqueous media and in ionic liquids.
2. F. Mathey, P. Savignac, F. Ymery, P. Burattin, Nouvelles furylphosphines et complexes organometalliques les comprenat, PAT. WO9960003, 1999.
3. Vallé C., Valério C., Chauvin Y., Niccolai G.P., Basset J.M., Santini C.C., Galland J.C., and Didillon B. J. Mol. Catal. A: Chem. 214 (2004) 71
4. Lecocq V., Santini C.C., Chauvin Y., Basset J.M., and Galland J.C. J. Mol. Catal. A: Chem. 246 (2006) 242
5. Acosta-Ramírez A., Muñoz-Hernández M., Jones W.D., and García J.J. Organometallics 26 (2007) 5766
6. Acosta-Ramírez A., Flores-Gaspar A., Muñoz-Hernández M., Arévalo A., Jones W.D., and García J.J. Organometallics 26 (2007) 1712
7. Acosta-Ramírez A., Muñoz-Hernández M., Jones W.D., and García J.J. J. Organometall. Chem. 691 (2006) 3895
8. Bini L., Müller C., Wilting J., von Chzanowski L., Spek A.L., and Vogt D. J. Am. Chem. Soc. 129 (2007) 12622
9. Wilting J., Müller C., Hewat A.C., Ellis D.D., Tooke D.M., Spek A.L., and Vogt D. Organometallics 24 (2005) 13
10. Van der Vlugt J.I., Hewat A.C., Neto S., Sablong R., Mills A.M., Lutz M., Spek A.L., Müller C., and Vogt D. Adv. Synth. Catal. 346 (2004) 993
11. Chaumonnot A., Lamy F., Sabo-Etienne S., Donnadieu B., Chaudret B., Barthelat J.C., and Galland J.C. Organometallics 23 (2004) 3363
12. A. Chamard, J. C. Galland, B. Didillon, Method for transforming ethylenically unsaturated compounds into nitriles and branched nitriles into linear nitriles, PAT. WO 03/031392, 2002.
13. M. Bartsch, R. Bauman, D. P. Kunsmann-Keietel, G. Haderlein, T. Jungkamp, M. Altmayer, W. Seigel, Catalyst system containing, Ni(0) for hydrocyanation, US/2004 0176622, 2004.
14. M. Bartsch, D.P. Kunsmann-Keietel, R. Bauman, G. Haderlein, W. Seigel, (BASF) Zur Herstellung von Nitrilen, geeigneter katalysator und verfahren zur herstellung von nitrien, 10038037, 2002.
15. García J.J., Brunkan N.M., and Jones W.D. J. Am. Chem. Soc. 124 (2002) 9545
16. García J.J., and Jones W.D. Organometallics 19 (2000) 5544
17. García J.J., Arévalo A., Brunkan N.M., and Jones W.D. Organometallics 23 (2004) 3997
18. Crisóstomo C., Crestani M.G., Arévalo A., and García J.J. J. Mol. Cat. A: Chem. 266 (2007) 139
19. Crestani M.G., Arévalo A., and García J.J. Adv. Synth. Catal. 348 (2006) 732
20. Brunkan N.M., Brestensky D.M., and Jones W.D. J. Am. Chem. Soc. 126 (2004) 3627
21. Schaub T., and Radius U. Chem. Eur. J. 11 (2005) 5024
22. Schaub T., Radius U., and Anorg Z. Allg. Chem. 632 (2006) 981
23. Schaub T., Backes M., and Radius U. Organometallics 25 (2006) 4196
24. Schaub T., Bakes M., and Radius U. J. Am. Chem. Soc. 128 (2006) 15964
25. Böhm V.P.W., Gstöttmayr C.W.K., Weskamp T., and Herrmann W.A. Angew. Chem. Int. Ed. 40 (2001) 3387
26. Crudden C.M., and Allen D.P. Coord. Chem. Rev. 248 (2004) 2247
27. Herrmann W.A. Angew. Chem. Int. Ed. 41 (2002) 1290
28. Buchmeiser H. Chem Rev. 100 (2000) 1595
29. Bieawski C.W., and Grubbs R.H. Angew. Chem. Int. Ed. 39 (2000) 2903
30. Kantcheu E.A.B., O'Brien C.J., and Organ M.G. Angew. Chem. Int. Ed. 47 (2007) 2768
31. Hu H., Castro-Rodríguez I., Olsen K., and Meyer K. Organometallics 23 (2004) 755
32. Abernethy C.D., Codd G.M., Spicer M.D., and Taylor M.K. J. Am. Chem. Soc. 125 (2003) 1128
33. Clement N.D., Cavell K.J., and Ooi L. Organometallics 25 (2006) 4155
34. Campora J., Ortiz de la Tabla L., Palma P., Álvarez E., Lahoz F., and Mereiter K. Organometallics 25 (2006) 3314
35. Schaub T., Döring C., and Radius U. Dalton 20 (2007) 1993
36. Atesin T.A., Li T., Lachaize S., Brenessel W.W., Garcia J.J., and Jones W.D. J. Am. Chem. Soc. 129 (2007) 7562
37. Arduengo III A.J., Krafczyk R., Scutzler R., Craig H.A., Goerlich J.R., Marshall W.J., and Unverzagt M. Tetrahedron 55 (1999) 14523
38. J.M. Serrano-Becerra, S. Hernández-Ortega, D. Morales-Morales, Dalton (under review).