Synthesis, structure, and reactivity of a novel hafnium carboranyl hydride complex

Organometallics

Volumn 16, Issue 7, 1997, Pages 1349-1351

  Yoshida, Masayasu ^a   Crowther, Donna J ^a   Jordan, Richard F ^a  

^a E11 SSH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001052205     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970058v     Document Type: Article

References (26)

1. (a) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455.
2. (b) Crowther, D. J.; Jordan, R. F. Makromol. Chem., Macromol. Symp. 1993, 66, 121.
3. (c) Jordan, R. F. New Organometallic Models for Ziegler-Natta Catalysts. In Proceedings of the World Metallocene Conference; Catalyst Consultants Inc.: Spring House, PA, 1993; pp 89-96.
4. Analogous Ti chemistry: Kreuder, C.; Jordan, R. F.; Zhang, H. Organometallics 1995, 14, 2993.
5. Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403.
6. 2 1.033. Final R = 0.0493; final wR2 = 0.1029 for 5305 reflections with I > 2σ(I).
7. Distances (Å): Hf(1)-H(1), 1.86; Hf(2)-H(1), 1.97; Hf(1)-H(11A), 2.03; Angles (deg): Hf(1)-H(1)-Hf(2), 117.9; Hf(1)-H(11A)-B(11), 134.1.
8. 11B spectrum.
9. (a) Young, D. A. T.; Wiersema, R. J.; Hawthorne, M. F. J. Am. Chem. Soc. 1971, 93, 5687.
10. (b) Fontaine, X. L. R.; Greenwood, M. N.; Kennedy, J. D.; Nestor, K.; Thornton-Pett, M. J. Chem. Soc., Dalton Trans. 1990, 681.
11. -1: Bercaw, J. E.; Moss, J. R. Organometallics 1992, 11, 639.
12. -1: Bercaw, J. E.; Moss, J. R. Organometallics 1992, 11, 639.
13. -1: Bercaw, J. E.; Moss, J. R. Organometallics 1992, 11, 639.
14. -1: Booij, M.; Blenkers, J.; Sinnema, J. C. M.; Meetsma, A.; Bolhuis, F. v.; Teuben, J. H. Organometallics 1988, 7, 1029.
15. -1: Booij, M.; Blenkers, J.; Sinnema, J. C. M.; Meetsma, A.; Bolhuis, F. v.; Teuben, J. H. Organometallics 1988, 7, 1029.
16. bridging) absorbances could not be identified.
17. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
18. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
19. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
20. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
21. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
22. Homogeneous alkyne hydrogenation catalysts: (a) Frolov, V. M. Platinum Met. Rev. 1996, 40, 8. (b) Adams, R. D.; Barnard, T. S.; Li, Z.; Wu, W.; Yamamoto, J. H. J. Am. Chem. Soc. 1994, 116, 9103. (c) Cabeza, J. A.; Fernandez-Colinas, J. M.; Garcia-Granda, S.; Llamazares, A.; Lopez-Ortiz, F.; Riera, V.; Van der Maelen, J. F. Organometallics 1994, 13, 426. (d) Evans, W. J. J. Organomet. Chem. 1983, 250, 217. (e) Evans, W. J.; Engerer, S. C.; Coleson, K. M. J. Am. Chem. Soc. 1981, 103, 6672. (f) Evans, W. J.; Engerer, S. C.; Piliero, P. A.; Wayda, A. L. J. Chem. Soc., Chem. Commun. 1979, 1007.
23. 2H NMR spectrum of 4-d contains one Hf-D resonance (δ 8.78, 1H), three dicarbollide C-D resonances (δ 3.13, 3.04, 2.57), and dicarbollide B-D resonances (δ 4 to -1, broad).
24. 6) of 6: δ 7.96 (s, 1H, Hf-H), 2.45 (s, 1H, dicarbollide CH), 1.93 (s, 15H, Cp*), 1.73 (s, 15H, Cp*), 1.47 (s, 1H, dicarbollide CH), 0.48 (s, 3H, Me); the remaining dicarbollide CH resonances are obscured by resonances of 1b or 4.
25. Similarly, the reaction of o-carborane with n-BuLi results in C-lithiation: (a) Zakharkin, L. I.; Grebenikov, A. V.; Kazantsev, A. V. Izv. Akad. Nauk SSSR, Ser. Khim. 1967, 2077. (b) Gomez, F. A.; Hawthorne, M. F. J. Org. Chem. 1992, 57, 1384.
26. Similarly, the reaction of o-carborane with n-BuLi results in C-lithiation: (a) Zakharkin, L. I.; Grebenikov, A. V.; Kazantsev, A. V. Izv. Akad. Nauk SSSR, Ser. Khim. 1967, 2077. (b) Gomez, F. A.; Hawthorne, M. F. J. Org. Chem. 1992, 57, 1384.