Synthesis of an alkyne-bridged decamethylhafnocene dimer and related alkyne-substituted monomers

Organometallics

Volumn 15, Issue 22, 1996, Pages 4667-4668

  Southard, Glen E ^a   Curtis, M David ^a   Kampf, Jeffrey W ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0344025246     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9605903     Document Type: Article

References (35)

1. (a) Lhost, O.; Toussaint, J. M.; Bredas, J. L.; Wittman, J. F.; Friend, R. H.; Fuhrman, K.; Khan, M. S.; Lewis, J. Synth. Met. 1993, 55-57, 4525.
2. (b) Frapper, G.; Kertesz, I. M. Inorg. Chem. 1993, 32(5), 732.
3. (c) Phillpot, S. R.; Rice, M. J., Bishop, A. R.; Campbell, D. K. Phys. Rev. B 1987, 36(3), 1735.
4. (d) Corriu, R.; Gerbier, Ph.; Guerin, C.; Henner, B.; Fourcade, R. J. Organomet. Chem. 1993, 449, 111-118.
5. (e) Nelson, J. M.; Lough, A. J.; Manners, I. Organometallics 1994, 73, 3703-3710.
6. (f) Tolbert, L. M.; Zhao, X.; Ding, Y.; Bottomley, L. A. J. Am. Chem. Soc. 1995, 117, 12891-12892.
7. (g) Funaki, H.; Aramaki, K.; Nishihara, H. Synth. Met. 1995, 74, 59-64.
8. (h) Nguyen, M. T.; Diaz, A. F.; Dement'ev, V. V.; Pannel, K. H. Chem. Mater. 1993, 5, 1389-1394.
9. (i) Wright, M. E.; Sigman, M. S. Macromolecules 1992, 25, 6055-6058.
10. (a) Guha, S.; Frazier, C. C.; Porter, P. L.; Rang, K.; Finberg, S. E. Opt. Lett. 1989, 77(14), 952.
11. (b) Wright, M. E.; Toplikan, E. G. Macromolecules 1992,25, 6050-6054.
12. (c) Yuan, Z.; Stringer, G.; Jobe, I. R.; Kreller, D.; Scott, K.; Koch, L.; Taylor, N.; Marder, T. B. J. Organomet. Chem. 1993, 452, 115-120.
13. (d) Myers, L. K.; Langhoff, C.; Thompson, M. E. J. Am. Chem. Soc. 1992, 114, 7560.
14. (a) LeNarvor, N.; Lapinte, C. Organometallics 1995, 14, 634-639.
15. (b) Manriquez, J. M.; Ward, M. D.; Reiff, W. M.; Calabrese, J. C.; Jones, N. L.; Carrol, P. J.; Bunel, E. E.; Miller, J. S. J. Am. Chem. Soc. 1995, 117, 6182-6193.
16. (a) Ijadi-Maghsoodi, S.; Barton, T. J. Macromolecules 1990, 23(20), 4485.
17. (b) Ijadi-Maghsoodi, S.; Pang, Y.; Barton, T. J. J. Polym. Sci., Part A: Polym. Chem. 1990, 28, 955.
18. (c) Corriu, R.; Devylder, N.; Guerin, C.; Henner, B.; Jean, A. Organometallics 1994, 13, 3194-3202.
19. (d) Bunz, U. H. F.; Enkelmann, V.; Beer, F. Organometallics 1995, 14, 2490.
20. (e) Altman, M.; Enkelmann, V.; Lieser, G.; Bunz, U. H. F. Adv. Mater. 1995, 8(7), 726.
21. (a) Schock, L. E.; Marks, T. J. J. Am. Chem. Soc. 1988, 110, 7781-7795.
22. (b) Reid, A. F.; Shannon, J. S.; Swan, J. M.; Wailes, P. C. Aust. J. Chem. 1965, 18, 173-181.
23. (a) Manriquez, J. M.; McAlister, D. R.; Rosenberg, E.; Shiller, A. M.; Williamson, K. L.; Chan, S. I.; Bercaw, J. E. J. Am. Chem. Soc. 1978, 100, 3078-3083.
24. (b) Hillhouse, G. L.; Bercaw, J. E. J. Am. Chem. Soc. 1985, 106, 5474.
25. 5), 2.01 (s, 6H, Me tolyl).
26. Akita, M.; Moro-aka, Y. Bull. Chem. Soc. Jpn. 1995, 68, 420.
27. Brady, M.; Weng, W.; Gladysz, J. A. J. Chem. Soc., Chem. Commun. 1994, 2655.
28. Sandstrom, J. Dynamic Nuclear Magnetic Resonance Spectroscope; Academic Press: London, New York, 1982.
29. 3, Z = 2. The Cp* groups on Hf2 are disordered. The disorder was modeled by placing two rigid Cp* groups at variable distances in two slightly different orientations, each at 50% occupancy, and refining with common isotropic thermal parameters for all the Cp* carbon atoms. The Cp* groups are rotated slightly with respect to one another, and their centroids are displaced approximately 0.21 A from each other. The Hf-ring centroid distances are 2.228 and 2.241 A for Hf(1) and 2.274, 2.278, 2.290, and 2.317 Å for Hf(2).
30. Substituted acetylides of early transition metals are known, and Bercaw et al. have spectroscopically identified a terminal Scacetylide at -80°C: (a) St. Clair, M.; Bercaw, J. Organometallics 1991, 10, 525-527. (b) Lang, H.; Seyferth, D. Z. Naturforsch., B: Chem. Sci. 1990, 45(2), 212-220. (c) Lang, H.; Seyferth, D. Appl. Organomet. Chem. 1990, 4(6), 599-606. (d) Lang, H.; Zsolnai, L. J. Organomet. Chem. 1991, 406(1-2), C5-C8.
31. Substituted acetylides of early transition metals are known, and Bercaw et al. have spectroscopically identified a terminal Scacetylide at -80°C: (a) St. Clair, M.; Bercaw, J. Organometallics 1991, 10, 525-527. (b) Lang, H.; Seyferth, D. Z. Naturforsch., B: Chem. Sci. 1990, 45(2), 212-220. (c) Lang, H.; Seyferth, D. Appl. Organomet. Chem. 1990, 4(6), 599-606. (d) Lang, H.; Zsolnai, L. J. Organomet. Chem. 1991, 406(1-2), C5-C8.
32. Substituted acetylides of early transition metals are known, and Bercaw et al. have spectroscopically identified a terminal Scacetylide at -80°C: (a) St. Clair, M.; Bercaw, J. Organometallics 1991, 10, 525-527. (b) Lang, H.; Seyferth, D. Z. Naturforsch., B: Chem. Sci. 1990, 45(2), 212-220. (c) Lang, H.; Seyferth, D. Appl. Organomet. Chem. 1990, 4(6), 599-606. (d) Lang, H.; Zsolnai, L. J. Organomet. Chem. 1991, 406(1-2), C5-C8.
33. Substituted acetylides of early transition metals are known, and Bercaw et al. have spectroscopically identified a terminal Scacetylide at -80°C: (a) St. Clair, M.; Bercaw, J. Organometallics 1991, 10, 525-527. (b) Lang, H.; Seyferth, D. Z. Naturforsch., B: Chem. Sci. 1990, 45(2), 212-220. (c) Lang, H.; Seyferth, D. Appl. Organomet. Chem. 1990, 4(6), 599-606. (d) Lang, H.; Zsolnai, L. J. Organomet. Chem. 1991, 406(1-2), C5-C8.
34. Takahashi, S.; Murata, E.; Sonagashira, K.; Hagihara, N. J. Polym. Sci., Polym. Chem. Ed. 1980, 18, 661-669.
35. Khan, M. S.; Davies, S. J.; Kakkar, A. K.; Schwartz, D.; Lin, B.; Johnson, B. F. G.; Lewis, J. J. Organomet. Chem. 1992, 424, 87-89.