Toward alkane functionalization effected with CpW(NO)(alkyl) (η3-allyl) Complexes

Organometallics

Volumn 28, Issue 15, 2009, Pages 4480-4490

  Semproni, Scott P ^a   Graham, Peter M ^a   Buschhaus, Miriam S A ^a   Patrick, Brian O ^a   Legzdins, Peter ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL LIGANDS; ALLYL COMPLEXES; ALLYL LIGANDS; ANALYTICAL METHOD; C-H BOND; ELECTRON-RICH; ELECTROPHILES; ELEVATED PRESSURE; EXPERIMENTAL CONDITIONS; FUNCTIONALIZATIONS; FUNCTIONALIZED; IMINOACYL LIGANDS; INSERTION PRODUCTS; ISOCYANIDES; MIGRATORY INSERTION; ORGANOMETALLIC COMPLEX; PEROXOCOMPLEXES; SELECTIVE ACTIVATION; SOLID-STATE MOLECULAR STRUCTURE; X-RAY CRYSTALLOGRAPHIC ANALYSIS;

ALKYLATION; CHAINS; CHROMATOGRAPHIC ANALYSIS; CYANIDES; ISOMERS; LIGANDS; OLEFINS; ORGANOMETALLICS; PARAFFINS; TUNGSTEN;

TUNGSTEN COMPOUNDS;

EID: 68249087889     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om900307p     Document Type: Article

References (48)

1. Handbook of C-H Transformations: Applications in Organic Synthesis; Dyker, G., Ed.; Wiley-VCH: Weinheim, 2005.
2. Activation and Catalytic Reactions of Saturated Hydrocarbons in the Presence of Metal Complexes; Shilov, A. E., Shulpin, G. B., Eds.; Kluwer: Boston, MA, 2000.
3. For leading reviews and books on the topic of C-H activation at transition-metal centers, see:
4. (a) Bergman, R. G. Nature 2007, 446, 391.
5. (b) Amdtsen, B. A.; Bergman, R. G.; Mobley, T. A.; Peterson, T. H. Acc Chem. Res. 1995, 28, 154.
6. (c) Crabtree, R. H. Chem. Rev. 1985, 85, 245.
7. (d) Crabtree, R. H. Chem. Rev. 1995, 95, 987, and references therein.
8. (e) Labinger, J. A.; Bercaw, J. E. Nature 2002, 417, 507.
9. (f ) Activation and Functionalization of C-H Bonds; Goldberg, K. I., Goldman, A. S., Eds.; ACS Symposium Series 885; American Chemical Society: Washington, DC, 2004.
10. (g) Periana, R. A.; Bhalla, G.; Tenn, W J.; Young, K. J. H.; Liu, X. Y.; Mironov, O.; Jones, C. J.; Ziatdinov, V. R. J. Mol. Catal. A: Chem. 2004, 220, 7.
11. (h) Crabtree, R. H. Dalton Trans. 2001, 2437.
12. (i) Shilov, A. E.; Shul'pin, G. B. Chem. Rev. 1997, 97, 2879.
13. Periana, R. A.; Taube, D. J.; Gamble, S.; Taube, H.; Satoh, T.; Fujii, H. Science 1998, 280, 564.
14. Chen, H.; Schlecht, S.; Semple, T. C.; Hartwig, J. F. Science 2000, 287, 1995.
15. Tsang, J. Y. K.; Buschhaus, M. S. A.; Fujita-Takayama, C.; Patrick, B. O.; Legzdins, P. Organometallics 2008, 27, 1634, and references therein.
16. Tsang, J. Y. K.; Buschhaus, M. S. A.; Graham, P. M.; Semiao, C. J.; Semproni, S. P.; Kim, S. J.; Legzdins, P. J. Am. Chem. Soc. 2008, 130, 3652.
17. Phillips, E. C.; Sánchez, L.; Legzdins, P. Organometallies 1989, 8, 940.
18. Graham, P. M.; Buschhaus, M. S. A.; Semproni, S. P.; Legzdins, P. Unpublished observations.
19. Bottomley, F.; Sutin, L. Adv. Organomet. Chem. 1988, 28, 339.
20. (a) Adams, R. D.; Chodosh, D. F.; Faller, J. W.; Rosan, A. M. J. Am. Chem. Soc. 1979, 101, 2570.
21. (b) Vanarsdale, W E.; Winter, R. E. K.; Kochi, J. K. Organometallics 1986, 5, 645.
22. (c) Faller, J. W.; Murray, H. H.; White, D. L.; Chao, K. H. Organometallics 1983, 2, 400.
23. (d) Pearson, A. J.; Khan, Md. N. I.; Clardy, J. C.; Cunheng, H. J. Am. Chem. Soc. 1985, 107, 2748.
24. Hayton, T. W.; McNeil,W. S.; Patrick, B. O.; Legzdins, P. J. Am. Chem. Soc. 2003, 125, 12935.
25. Arndt, S.; Schrock, R. R.; Müller, P. Organometallics 2007, 26, 1279.
26. Shah, F. U.; Akhter, Z.; Siddiqi, H. M. Appl. Organomet. Chem. 2007, 21, 758.
27. Chow, C.; Semproni, S. P.; Legzdins, P. Unpublished observations.
28. Sakaba, H.; Tsukamoto, M.; Kabuto, C.; Horino, H. Chem. Lett. 2000, 12, 1404.
29. Legzdins, P.; Jones, R. H.; Phillips, E. C.; Yee, V. C.; Trotter, J.; Einstein, F. W. B. Organometallies 1991, 10, 986.
30. (a) Faller, J. W.; Rosan, A. M. J. Am. Chem. Soc. 1976, 98, 3388.
31. (b) Bi, S.; Ariafard, A.; Jia, G.; Lin, Z. Organometallics 2005, 24, 680.
32. Debad, J. D.; Legzdins, P.; Batchelor, R. J.; Einstein, F. W. B. Organometallics 1993, 12, 2094.
33. 2O solution was stored in a resealable glass bomb.
34. Dryden, N. H.; Legzdins, P.; Batchelor, R. J.; Einstein, F. W. B. Organometallics 1991, 10, 2077.
35. Debad, J. D.; Legzdins, P.; Batchelor, R. J.; Einstein, F. W. B. Organometallics 1992, 11, 6.
36. Dryden, N. H.; Legzdins, P.; Trotter, J.; Yee, V. C. Organometallics 1991, 10, 2857.
37. Dryden, N. H.; Legzdins, P.; Einstein, F. W. B.; Jones, R. H. Can. J. Chem. 1988, 66, 2100.
38. SIR92: Altomare, A.; Cascarano, M.; Giacovazzo, C.; Guagliardi, A. J. Appl. Crystallogr. 1993, 26, 343.
39. PATTY: Beurskens, P. T.; Admiraal, G.; Beurskens, G.; Bosman, W. P.; Garcia-Granda, S.; Gould, R. O.; Smits, J. M. M.; Smykalla, C. University of Nijmegen, The Netherlands, 1992.
40. SQUEEZE: Sluis, P. v. d.; Spek, A. L. Acta Crystallogr., Sect. A 1990, 46, 194.
41. Cell-Now 2008/2; Bruker AXS Inc.: Madison, WI.
42. SAINTPLUS, Version 7.53A; Bruker AXS Inc.: Madison, WI, 1997-2008.
43. TWINABS, V2008/2; Bruker AXS Inc.: Madison, WI, 2007.
44. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, 1974; Vol. IV.
45. Ibers, J. A.; Hamilton, W. C. Acta Crystallogr. 1964, 17, 781-782.
46. Creagh, D. C.; McAuley, W. J. International Tables of X-ray Crystallography; Kluwer Academic Publishers: Boston, 1992; Vol. C.
47. Creagh, D. C.; Hubbell, J. H. International Tables for X-ray Crystallography; Kluwer Academic Publishers: Boston, 1992; Vol. C.
48. Sheldrick, G. M. SHELXL97; University of Göttingen: Germany, 1997.