Cyclopentadienyl and imide ligand transfer from zirconium to iridium: Can early transition metal imido compounds be used as imide transfer reagents?

Organometallics

Volumn 17, Issue 3, 1998, Pages 433-437

  Holland, Patrick L ^a   Andersen, Richard A ^a   Bergman, Robert G ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000589342     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970827a     Document Type: Article

References (30)

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5. Burrell, A. K.; Steedman, A. J. Organometallics 1997, 16, 1203-1208.
6. Attempts to make the Co and Rh analogues of the Ir imido complex have resulted in an apparent reduction of the metal, and no products could be isolated. Glueck, D. S.; Holland, P. L. Unpublished observations.
7. Walsh, P. J.; Hollander, F. J.; Bergman, R. G. Organometallics 1993, 12, 3705-3723.
8. This type of reaction has been successful for group transfers to main-group elements, see: (a) Fagan, P. J.; Nugent, W. A. J. Am. Chem. Soc. 1988, 110, 2310-2312. (b) Fagan, P. J.; Burns, E. G.; Calabrese, J. C. J. Am. Chem. Soc. 1988, 110, 2979-2981. (c) Dufour, P.; Dartiguenave, M.; Dartiguenave, Y. D.; Dubac, J. J. Organomet. Chem. 1990, 384, 61-69. (d) Breen, T. L.; Stephan, D. W. Organometallics 1997, 16, 365-369.
9. This type of reaction has been successful for group transfers to main-group elements, see: (a) Fagan, P. J.; Nugent, W. A. J. Am. Chem. Soc. 1988, 110, 2310-2312. (b) Fagan, P. J.; Burns, E. G.; Calabrese, J. C. J. Am. Chem. Soc. 1988, 110, 2979-2981. (c) Dufour, P.; Dartiguenave, M.; Dartiguenave, Y. D.; Dubac, J. J. Organomet. Chem. 1990, 384, 61-69. (d) Breen, T. L.; Stephan, D. W. Organometallics 1997, 16, 365-369.
10. This type of reaction has been successful for group transfers to main-group elements, see: (a) Fagan, P. J.; Nugent, W. A. J. Am. Chem. Soc. 1988, 110, 2310-2312. (b) Fagan, P. J.; Burns, E. G.; Calabrese, J. C. J. Am. Chem. Soc. 1988, 110, 2979-2981. (c) Dufour, P.; Dartiguenave, M.; Dartiguenave, Y. D.; Dubac, J. J. Organomet. Chem. 1990, 384, 61-69. (d) Breen, T. L.; Stephan, D. W. Organometallics 1997, 16, 365-369.
11. This type of reaction has been successful for group transfers to main-group elements, see: (a) Fagan, P. J.; Nugent, W. A. J. Am. Chem. Soc. 1988, 110, 2310-2312. (b) Fagan, P. J.; Burns, E. G.; Calabrese, J. C. J. Am. Chem. Soc. 1988, 110, 2979-2981. (c) Dufour, P.; Dartiguenave, M.; Dartiguenave, Y. D.; Dubac, J. J. Organomet. Chem. 1990, 384, 61-69. (d) Breen, T. L.; Stephan, D. W. Organometallics 1997, 16, 365-369.
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14. We have been unable to reproducibly form a single product from this reaction. We believe that the product variation is due to the amount of trace water and/or excess silver reagent; silylation of the Celite and glassware still gave quantitative Cp transfer but did not give cleaner Zr-containing products.
15. Erker, G.; Sarter, C.; Albrecht, M.; Dehnicke, S.; Krüger, C.; Raabe, E.; Schlund, R.; Benn, R.; Rufinska, A.; Mynott, R. J. Organomet. Chem. 1990, 382, 89-102.
16. 1H NMR spectroscopy.
17. Herberich, G. E.; Englert, U.; Marken, F.; Hofmann, P. Organometallics 1993, 12, 4039-4045. In some cases, Cp transfer was observed.
18. Kondakov, D.; Negishi, E. Chem. Commun. 1996, 963-964.
19. Peng, M. H.; Brubaker, C. H. J. Organomet. Chem. 1977, 135, 333-337.
20. - has been reported, see: Struchkov, Y. T.; Antipin, M. Y.; Lyssenko, K. A.; Gusev, O. V.; Peganova, T. A.; Ustynyuk, N. A. J. Organomet. Chem. 1997, 536-537, 281-284. They found a twist angle of 24° and attributed the deviation from an eclipsed geometry to cation-anion steric interactions.
21. Although we used a different synthetic method, pentamethyl-iridocenium salts have been isolated before, see: Moseley, K.; Kang, J. W.; Maitlis, P. M. J. Chem. Soc. A 1970, 2875-2883.
22. Glueck, D. S. Unpublished work. The study of this compound and its reactivity are being pursued in our laboratories and will be published in due course. Holland, A. W.; Glueck, D. S.; McCallum, J. S.; Bergman, R. G. Work in progress.
23. Glueck, D. S. Unpublished work. The study of this compound and its reactivity are being pursued in our laboratories and will be published in due course. Holland, A. W.; Glueck, D. S.; McCallum, J. S.; Bergman, R. G. Work in progress.
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27. (b) Hanna, T. A.; Baranger, A. M.; Bergman, R. G. Ibid., 11363-11364.
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