Group-transfer reactions of nickel-carbene and -nitrene complexes with organoazides and nitrous oxide that form new C=N, C=O, and N=N bonds

Journal of the American Chemical Society

Volumn 131, Issue 36, 2009, Pages 12872-12873

  Harrold, Nicole D ^a   Waterman, Rory ^a,c   Hillhouse, Gregory L ^a   Cundari, Thomas R ^b  

^a UNIVERSITY OF CHICAGO   (United States)

^b UNIVERSITY OF NORTH TEXAS   (United States)

^c UNIVERSITY OF VERMONT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION PARAMETER; AMBIENT TEMPERATURES; CARBENES; CHEMICAL EQUATIONS; DIAZENES; DIPOLAR CYCLOADDITIONS; EXPERIMENTAL VALUES; FIVE-MEMBERED RINGS; GOOD YIELD; HIGH YIELD; IMIDO COMPLEXES; KETIMINES; KINETIC STUDY; LOW TEMPERATURES; NITRENES; NITROUS OXIDE; TRANSFER REACTION;

CYCLOADDITION; ETHANE; NICKEL ALLOYS; NITROGEN OXIDES; TEMPERATURE;

NICKEL;

AMIDE; BIPYRIDINE; CARBENE; FUNCTIONAL GROUP; HETEROCYCLIC COMPOUND; IMIDE; METAL COMPLEX; NICKEL; NITRENE; NITROUS OXIDE; ORGANOAZIDE DERIVATIVE; PHENANTHROLINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BINDING; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLOADDITION; ENTHALPY; GROUP TRANSFER REACTION; MATHEMATICAL ANALYSIS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 70349090588     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja904370h     Document Type: Article

References (23)

1. (a) Matsunaga, P. T.; Hillhouse, G. L.; Rheingold, A. L. J. Am. Chem. Soc. 1993, 115, 2075.
2. (b) Koo, K.; Hillhouse, G. L.; Rheingold, A. L. Organometallics 1995, 14, 456.
3. (c) Matsunaga, P. T.; Mavropoulos, J. C.; Hillhouse, G. L. Polyhedron 1995, 14, 175.
4. (a) Matsunaga, P. T.; Hess, C. R.; Hillhouse, G. L. J. Am. Chem. Soc. 1994, 116, 3665.
5. (b) Koo, K.; Hillhouse, G. L. Organometallics 1996, 15, 2669.
6. McGlinchey, M. J.; Stone, F. G. A. J. Chem. Soc. D 1970, 1265a.
7. Kogut, E.; Wiencko, H. L.; Zhang, L.; Cordeau, D. E.; Warren, T. H. J. Am. Chem. Soc. 2005, 127, 11248.
8. Waterman, R.; Hillhouse, G. L. J. Am. Chem. Soc. 2008, 130, 12628.
9. (a) Waterman, R.; Hillhouse, G. L. J. Am. Chem. Soc. 2003, 125, 13350.
10. (b) Mindiola, D. J.; Hillhouse, G. L. Chem. Commun. 2002, 1840.
11. Mindiola, D. J.; Hillhouse, G. L. J. Am. Chem. Soc. 2002, 124, 9976.
12. Fischer, H.; Zeuner, S. J. Organomet. Chem. 1985, 286, 201.
13. Whited, M. T.; Grubbs, R. H. J. Am. Chem. Soc. 2008, 130, 16476.
14. Hu, X.; Meyer, K. J. Am. Chem. Soc. 2004, 126, 16322.
15. Mindiola, D. J.; Waterman, R.; Jenkins, D. M.; Hillhouse, G. L. Inorg. Chim. Acta 2003, 345, 299.
16. Bach, I.; Pörschke, K.-R.; Goddard, R.; Kopiske, C.; Kruger, C.; Rufinska, A.; Seevogel, K. Organometallics 1996, 15, 4959.
17. (a) Ashley-Smith, J.; Green, M.; Stone, F. G. A. J. Chem. Soc., Dalton Trans. 1972, 1805.
18. (b) Dubrawski, J.; Kriege-Simondsen, J. C.; Feltham, R. D. J. Am. Chem. Soc. 1979, 102, 2091.
19. (c) Trogler, W. C. Acc. Chem. Res. 1990, 23, 426.
20. (a) Meyer, K. E.; Walsh, P. J.; Bergman, R. G. J. Am. Chem. Soc. 1995, 117, 974.
21. (b) Michelman, R. I.; Andersen, R. A.; Bergman, R. G. Organometallics 1993, 12, 2741.
22. (a) Ess, D. H.; Houk, K. N. J. Phys. Chem. A 2005, 109, 9542.
23. (b) Jones, G. O.; Ess, D. H.; Houk, K. N. Helv. Chim. Acta 2005, 88, 1702.