A hydrogen-substituted Osmium stannylene complex: Isomerization to a metallostannylene complex via an unusual α-hydrogen migration from Tin to Osmium

Journal of the American Chemical Society

Volumn 131, Issue 13, 2009, Pages 4606-4607

  Hayes, Paul G ^a,b   Gribble, Christopher W ^a   Waterman, Rory ^a,c   Tilley, T Don ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF LETHBRIDGE   (Canada)

^c UNIVERSITY OF VERMONT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEX 1; HYDROGEN MIGRATION; LEWIS BASIS; O-H BOND; OSMIUM COMPLEXES; RADICAL PROCESS; STANNYLENE; STANNYLENE COMPLEXES;

HYDROGEN; METHANOL; TIN;

OSMIUM;

ALCOHOL; BENZENE; HYDROGEN; METAL; METALLOSTANNYLENE; METHANOL; OSMIUM; PHOSPHINE; STANNYLENE; TIN; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL STRUCTURE; DEOXYGENATION; DISSOCIATION CONSTANT; ENVIRONMENTAL TEMPERATURE; HEATING; ISOMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SOLID STATE; X RAY ANALYSIS;

EID: 67949095752     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja901050m     Document Type: Article

References (34)

1. (a) Cooper, N. J.; Green, M. L. H. J. Chem. Soc., Dalton Trans. 1979, 1121.
2. (b) Threlkel, R. S.; Bercaw, J. E. J. Am. Chem. Soc. 1981, 103, 2650.
3. (c) Turner, H. W.; Schrock, R. R.; Fellmann, J. D.; Holmes, S. J. J. Am. Chem. Soc. 1983, 105, 4942.
4. (d) Caulton, K. G. J. Organomet. Chem. 2001, 617-618, 56.
5. (e) Luecke, H. F.; Arndtsen, B. A.; Burger, P.; Bergman, R. G. J. Am. Chem. Soc. 1996, 118, 2517.
6. (f) Lee, D.-H.; Chen, J.; Faller, J. W.; Crabtree, R. H. Chem. Commun. 2001, 213.
7. (g) Alias, F. M.; Poveda, M. L.; Sellin, M.; Carmona, E. J. Am. Chem. Soc. 1998, 120, 5816.
8. (h) Empsall, H. D.; Hyde, E. M.; Markham, R.; McDonald, W. S.; Norton, M. C.; Shaw, B. L.; Weeks, B. J. Chem. Soc., Chem. Commun. 1977, 589.
9. (i) Grubbs, R. H.; Coates, G. W. Acc. Chem. Res. 1996, 29, 85.
10. (a) Corey, J. Y.; Braddock-Wilking, J. Chem. Rev. 1999, 99, 175.
11. (b) Pannell, K. H.; Sharma, H. K. Chem. Rev. 1995, 95, 1351.
12. (c) Reichl, J. A.; Berry, D. H. Adv. Organomet. Chem. 1999, 43, 197.
13. (d) Gauvin, F.; Harrod, J. F.; Woo, H. G. Adv. Organomet. Chem. 1998, 42, 363.
14. (e) Tilley, T. D. Comments Inorg. Chem. 1990, 10, 37.
15. (f) Curtis, M. D.; Epstein, P. S. Adv. Organomet. Chem. 1981, 19, 213.
16. (g) Waterman, R.; Hayes, P. G.; Tilley, T. D. Acc. Chem. Res. 2007, 40, 712.
17. (a) Litz, K. E.; Bender, J. E.; Kampf, J. W.; Banaszak Holl, M. M. Angew. Chem., Int. Ed. Engl. 1997, 36, 496.
18. (b) Bender, J. E.; Litz, K. E.; Giarikos, D.; Wells, N. J.; Banaszak Holl, M. M.; Kampf, J. W. Chem.-Eur. J. 1997, 3, 1793.
19. Reichl, J. A.; Popoff, C. M.; Gallagher, L. A.; Remsen, E. E.; Berry, D. H. J. Am. Chem. Soc. 1996, 118, 9430.
20. (a) Glaser, P. B.; Tilley, T. D. J. Am. Chem. Soc. 2003, 125, 13640.
21. (b) Beddie, C.; Hall, M. B. J. Am. Chem. Soc. 2004, 126, 13564.
22. (a) Ochiai, M.; Hashimoto, H.; Tobita, H. Angew. Chem., Int. Ed. 2007, 46, 8192.
23. (b) Hashimoto, H.; Matsuda, A.; Tobita, H. Chem. Lett. 2005, 34, 1374.
24. (c) Mitchell, G. P.; Tilley, T. D. Angew. Chem., Int. Ed. 1998, 37, 2524.
25. (a) Neale, N. R.; Tilley, T. D. J. Am. Chem. Soc. 2002, 124, 3802.
26. (b) Neale, N. R.; Tilley, T. D. Tetrahedron 2004, 60, 7247.
27. (c) Neale, N. R.; Tilley, T. D. J. Am. Chem. Soc. 2005, 127, 14745.
28. Petz, W. Chem. Rev. 1986, 86, 1019.
29. Hayes, P. G.; Beddie, C.; Hall, M. B.; Waterman, R.; Tilley, T. D. J. Am. Chem. Soc. 2006, 128, 428.
30. Mork, B. V.; Tilley, T. D. J. Am. Chem. Soc. 2004, 126, 4375.
31. Schager, F.; Seevogel, K.; Pörschke, K. R.; Kessler, M.; Krüger, C. J. Am. Chem. Soc. 1996, 118, 13075.
32. See the Supporting Information. Similar difficulties were encountered for the other known metallostannylenes. See: Spikes, G. H.; Giuliani, J. R.; Augustine, M. P.; Nowik, I.; Herber, R. H.; Power, P. P. Inorg. Chem. 2006, 45, 9132.
33. Eichler, B. E.; Phillips, A. D.; Haubrich, A. D.; Mork, B. V.; Power, P. P. Organometallics 2002, 21, 5622.
34. Filippou, A. C.; Portius, P.; Philippopoulos, A. I.; Rohde, H. Angew. Chem., Int. Ed. 2003, 42, 445.