Palladium-Catalyzed Coupling of Ethynylated p-Carborane Derivatives: Synthesis and Structural Characterization of Modular Ethynylated p-Carborane Molecules

Inorganic Chemistry

Volumn 35, Issue 15, 1996, Pages 4355-4359

  Jiang, Wei ^a   Harwell, David E ^a   Mortimer, Mark D ^a   Knobler, Carolyn B ^a   Hawthorne, M Frederick ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000372393     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic951574l     Document Type: Article

References (41)

1. (a) Ulmer, K. M. Molecular Electronic Devices; Carter, F., Ed.; Marcel Dekker, Inc.: New York, 1982; pp 213-222.
2. (b) Haddon, R. C.; Lamola, A. A. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 1874.
3. (c) Hopfield, J. J.; Onuchic, J. N.; Beratan, D. N. Science 1988, 241, 817.
4. (d) Drexler, K. E. Proc. Natl. Acad. Sci. U.S.A. 1981, 78, 5275.
5. (a) Yang, X.; Jiang, W.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1992, 114, 9717.
6. (b) Müller, J.; Base, K.; Magnera, T. F.; Michl, J. J. Am. Chem. Soc. 1992, 114, 9721.
7. (c) Mortimer, M. D.; Hawthorne, M. F. Chem. Br. 1996, 32, 32.
8. (a) Yang, X.; Johnson, S. E.; Khan, S. I.; Hawthorne, M. F. Angew. Chem., Int. Ed. Engl. 1992, 31, 893.
9. (b) Grimes, R. N. Angew. Chem., Int. Ed. Engl. 1993, 32, 1289.
10. (c) Hawthorne, M. F.; Yang, X.; Zheng, Z. Pure Appl. Chem. 1994, 66, 245.
11. (d) Chizhevsky, I. T; Johnson, S. J.; Knobler, C. B.; Gomez, F. A.; Hawthorne, M. F. J. Am. Chem. Soc. 1993, 115, 6981.
12. (e) Zheng, Z.; Knobler, C. B.; Curtis, C. E.; Hawthorne, M. F. Inorg. Chem. 1995, 34, 432.
13. (f) Zheng, Z.; Diaz, M.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1995, 117, 12338.
14. (a) Yang, X.; Zheng, Z.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1994, 116, 7142.
15. (b) Yang, X.; Knobler, C. B.; Hawthorne, M. F. Angew. Chem., Int. Ed. Engl. 1991, 30, 1507.
16. (c) Yang, X.; Zheng, Z.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1993, 115, 193.
17. (d) Zheng, Z.; Yang, X.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1993, 115, 5320.
18. Yang, X.; Knobler, C. B.; Hawthorne, M. F. J. Am. Chem. Soc. 1993, 115, 4904.
19. (a) Mesomolecules: from molecules to material; Mendenhall, G. D., Greenberg, A., Liebman, J. F., Eds.; Chapman & Hall: New York, 1995.
20. (b) Drexler, K. E. Nanosystems: molecular machinery, manufacturing, and computation; John Wiley & Sons, Inc.; New York 1992.
21. Eaton, P. E.; Galoppini, E.; Gilardi, R. J. Am. Chem. Soc. 1994, 116, 7588.
22. Takahashi, S.; Kuroyama, Y.; Sonogashira, K.; Hagihara, N. Synthesis 1980, 627.
23. (a) Moore, J. S.; Zhang, J. Angew. Chem., Int. Ed. Engl. 1992, 31, 922.
24. (b) Zhang, J.; Moore, J. S.; Xu, Z.; Aguirre, R. A. J. Am. Chem. Soc. 1992, 114, 2273.
25. (c) Xu, Z.; Moore, J. S. Angew. Chem., Int. Ed. Engl. 1993, 32, 1354.
26. (a) Diederich, F. Nature 1994, 369, 199.
27. (b) Diederich, F.; Rubin, Y. Angew. Chem., Int. Ed Engl. 1992, 31, 1101.
28. (a) Bregadze, V. I. Chem. Rev. 1992, 92, 209.
29. (b) Grushin, V. V.; Bregadze, V. I.; Kalinin, V. N. J. Organomet. Chem. Libr. 20, 1988, 20, 1.
30. Jiang, W.; Knobler, C. B.; Curtis, C. E.; Mortimer, M. D.; Hawthorne, M. F. Inorg. Chem. 1995, 34, 3491.
31. Zakharkin, L. I.; Kovredov, A. I.; Ol'shevskaya, V. A. Akad. Nauk. SSSR. Ser. Khim. 1985, 809.
32. CARESS (Broach, Coppens, Becker and Blessing), peak profile analysis, Lorentz and polarization corrections; ORFLS (Busing, Martin and Levy), structure factor calculation and full-matrix least-squares refinement, ORTEP (Johnson) figure plotting, SHELX76 (Sheldrick) crystal structure package, and SHELX86 (Sheldrick) crystal structure solution package.
33. Stewart, R. F.; Davidson, E. R.; Simpson, W. T. J. Chem. Phys. 1965, 42, 3175.
34. International Tables for X-Ray Crystallography; Kynoch Press: Birmingham, England, 1974; Vol. IV.
35. Johnson, S. E.; Gomez, F. A.; Hawthorne, M. F.; Thorne, K. J.; Mackenzie, J. D. Eur. J. Solid State Inorg. Chem. 1992, 29, 113.
36. Zakharkin, L. I.; Kovderov, A. I.; Ol'shevskaya, V. A. Akad. Nauk. SSSR. Ser. Khim. 1986, 1260.
37. Callahan, K. P.; Hawthorne, M. F. J. Am. Chem. Soc. 1973, 95, 4574.
38. Jiang, W.; Knobler, C. B.; Curtis, C. E.; Mortimer, M. D.; Hawthorne, M. F. Inorg. Chem. 1995, 36, 3491.
39. Yang, X.; Jiang, W.; Knobler, C. B.; Mortimer, M. D.; Hawthorne, M. F. Inorg. Chim. Acta 1995, 240, 371.
40. Rubin, Y.; Lin, S. S.; Knobler, C. B.; Anthony, J.; Boldi, A. M.; Diederich, F J. Am. Chem. Soc. 1991, 113, 6943.
41. Harris, R. K.; Mann, B. E. Eds., NMR and the Periodical Table; Academic Press: London, 1978; p 195.