Reductive elimination of alkylamines from low-valent, alkylpalladium(II) amido complexes

Journal of the American Chemical Society

Volumn 134, Issue 37, 2012, Pages 15281-15284

  Hanley, Patrick S ^a   Marquard, Seth L ^a   Cundari, Thomas R ^c   Hartwig, John F ^a,b  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c UNIVERSITY OF NORTH TEXAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL AMINES; ALKYL GROUPS; ALKYLAMINE; AMIDO COMPLEXES; AMIDO GROUPS; BENZYLAMINES; LOW-VALENT; N-HETEROCYCLIC CARBENE LIGANDS; NHC LIGANDS; REDUCTIVE ELIMINATION;

AMIDES; ELECTRONS; ENERGY BARRIERS; FREE ENERGY; ORGANIC COMPOUNDS; PALLADIUM COMPOUNDS;

LIGANDS;

ALIPHATIC AMINE; AMIDE; BENZYLAMINE DERIVATIVE; CARBENOID; LIGAND; NITROGEN; PALLADIUM COMPLEX; PHOSPHINE DERIVATIVE;

ARTICLE; CHEMICAL BOND; ELECTRON; ELIMINATION REACTION; ENERGY; REDUCTION; STEREOCHEMISTRY;

EID: 84866519396     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja307558x     Document Type: Article

References (22)

1. Hartwig, J. F. Organotransition metal chemistry: from bonding to catalysis; University Science Books: Sausalito, CA, 2010.
2. Koo, K.; Hillhouse, G. L. Organometallics 1995, 14, 4421
3. Lin, B. L.; Clough, C. R.; Hillhouse, G. L. J. Am. Chem. Soc. 2002, 124, 2890
4. Pawlikowski, A. V.; Getty, A. D.; Goldberg, K. I. J. Am. Chem. Soc. 2007, 129, 10382
5. Iglesias, A.; Alvarez, R.; de Lera, A. R.; Muniz, K. Angew. Chem., Int. Ed. 2012, 51, 2225
6. Neumann, J. J.; Rakshit, S.; Droge, T.; Glorius, F. Angew. Chem., Int. Ed. 2009, 48, 6892
7. Mei, T. S.; Wang, X. S.; Yu, J. Q. J. Am. Chem. Soc. 2009, 131, 10806
8. Brice, J. L.; Harang, J. E.; Timokhin, V. I.; Anastasi, N. R.; Stahl, S. S. J. Am. Chem. Soc. 2005, 127, 2868
9. Lautens, M.; Paquin, J. F.; Piguel, S.; Dahlmann, M. J. Org. Chem. 2001, 66, 8127
10. Catellani, M.; Del Rio, A. Russ. Chem. Bull. 1998, 47, 928
11. Pan, J.; Su, M. J.; Buchwald, S. L. Angew. Chem., Int. Ed. 2011, 50, 8647
12. Marquard, S. L.; Rosenfeld, D. C.; Hartwig, J. F. Angew. Chem., Int. Ed. 2010, 49, 793
13. Marquard, S. L.; Hartwig, J. F. Angew. Chem., Int. Ed. 2011, 50, 7119
14. Esposito, O.; Gois, P. M. P.; Lewis, A. K. D. K.; Caddick, S.; Cloke, F. G. N.; Hitchcock, P. B. Organometallics 2008, 27, 6411
15. Esposito, O.; Lewis, A. K. D. K.; Hitchcock, P. B.; Caddick, S.; Cloke, F. G. N. Chem. Commun. 2007, 1157
16. Marquard, S. L. Ph.D. Thesis, University of Illinois at Urbana-Champaign, 2011.
17. Kang, M.; Sen, A. Organometallics 2004, 23, 5396
18. Villanueva, L. A.; Abboud, K. A.; Boncella, J. M. Organometallics 1994, 13, 3921
19. Driver, M. S.; Hartwig, J. F. J. Am. Chem. Soc. 1996, 118, 4206
20. Driver, M. S.; Hartwig, J. F. Organometallics 1997, 16, 5706
21. Yamashita, M.; Hartwig, J. F. J. Am. Chem. Soc. 2004, 126, 5344
22. Yamashita, M.; Vicario, J. V. C.; Hartwig, J. F. J. Am. Chem. Soc. 2003, 125, 16347