Reactions of imines with half-open titanocenes: Substituent effects and tandem couplings with nitriles and isonitriles

Organometallics

Volumn 18, Issue 20, 1999, Pages 4174-4182

  Tomaszewski, Robert ^a   Lam, Kin Chung ^b   Rheingold, Arnold L ^b   Ernst, Richard D ^a  

^a UNIVERSITY OF UTAH   (United States)

^b UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000546016     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om990463h     Document Type: Article

References (24)

1. Waldman, T. E.; Wilson, A. M.; Rheingold, A. L.; Meléndez, E.; Ernst, R. D. Organometallics 1882, 11, 3201.
2. Wilson, A. M.; Waldman, T. E.; Rheingold, A. L.; Ernst, R. D. J. Am. Chem. Soc. 1992, 114, 6252.
3. Tomaszewski, R.; Arif, A. M.; Ernst, R. D. J. Chem. Soc., Dalton Trans. 1999, 1883.
4. Wilson, A. M.; West, F. G.; Arif, A. M.; Ernst, R. D. J. Am. Chem. Soc. 1995, 117, 8490.
5. Newbound, T. D.; Stahl, L.; Ziegler, M. L.; Ernst, R. D. Organometallics 1990, 9, 2962.
6. (a) Yasuda, H.; Ohnuma, Y.; Yamauchi, M.; Tani, H.; Nakamura, A. Bull. Chem. Soc. Jpn. 1979, 52, 203.
7. (b) Hartmann, J.; Schlosser, M. Helv. Chim. Acta. 1976, 59, 453.
8. (c) Wilson, D. R.; Stahl, L.; Ernst, R. D. Organomet. Synth. 1986, 3, 136.
9. Meléndez, E.; Arif, A. M.; Ziegler, M. L.; Ernst, R. D. Angew. Chem., Intl. Ed. Engl. 1988, 27, 1099.
10. Jibril, I.; Abu-Orabi, S.; Klaib, S. A.; Imhof, W.; Huttner, G. J. Organometal. Chem. 1992, 433, 253.
11. Okuda, J.; Herdtweck, E. Inorg. Chem. 1991, 30, 1516.
12. Hyla-Kryspin, I.; Waldman, T. E.; Meléndez, E.; Trakarnpruk, W.; Arif, A. M.; Ziegler, M. L.; Ernst, R. D.; Gleiter, R. Organometallics 1995, 14, 5030.
13. Wilson, A. M. Ph.D. Thesis, University of Utah, Salt Lake City, UT 1994.
14. Tomaszewski, R.; Hyla-Kryspin, I.; Mayne, C. L.; Arif, A. M.; Gleiter, R.; Ernst, R. D. J. Am. Chem. Soc. 1998, 120, 2959.
15. Varga, V.; Polášek, M.; Hiller, J.; Thewalt, U.; Sedmera, P.; Mach, K. Organometallics 1996, 15, 1268.
16. The esd's accompanying average values are derived from the esds of the values being averaged, and therefore reflect the uncertainty in the average value, but not the distribution of the individual values.
17. (a) Wilson, D. R.; Ernst, R. D.; Kralik, M. S. Organometallics 1984, 3, 1442.
18. (b) Arif, A. M.; Ernst, R. D.; Meléndez, E.; Rheingold, A. L.; Waldman, T. E. Organometallics, 1995, 14, 1761.
19. Ernst, R. D.; Ma, H.; Sergeson, G.; Zahn, T.; Ziegler, M. L. Organometallics 1987, 6, 848.
20. The sine of the tilt angle is defined by the deviation of the substituent from the diene plane divided by the distance from the substituent to its attached carbon atom in the diene plane. For comparison, the tilt determined from torsion angles (e.g., C15-C16-C17-C18) would be 42.2°.
21. Tomaszewski, R.; Ernst, R. D. Unpublished results.
22. Templeton, J. L. Adv. Organomet. Chem. 1989, 29, 1.
23. The large N(1)-C(2)-C(28) angle of 117.3(3)° might also indicate some steric problems.
24. Yasuda, H.; Nakamura, A. Angew. Chem., Intl. Ed. Engl. 1987, 26, 723.