Novel Rearrangement Reactions. 6. Thermal Rearrangement of Disilyl-Bridged Diiron Complexes Containing Isocyanide Ligands and Stereochemistry of the Rearranged Products

Organometallics

Volumn 18, Issue 22, 1999, Pages 4493-4500

  Zhang, Yongqiang ^a   Sun, Xiuli ^a   Wang, Baiquan ^a   Xu, Shansheng ^a   Zhou, Xiuzhong ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001527446     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9902683     Document Type: Article

References (40)

1. (a) Berrnyhill, S. R.; Sharenow, B. J. J. Organomet. Chem. 1981, 221, 143.
2. (b) Thum, G.; Ries, W.; Malish, W. J. Organomet. Chem. 1983, 252, C67.
3. (c) Berryhill, S. R.; Clevenger, G. L.; Burdurli, Y. P. Organometallics 1985, 4, 1509.
4. (d) Heal, P. C.; Gladysz, J. A. J. Am. Chem. Soc. 1984, 106, 7636.
5. (e) Crocco, G. L.; Gladysz, J. A. J. Chem. Soc., Chem. Commun. 1985, 283.
6. (f) Pannell, K. H.; Rozell, J. M.; Li, J.; Tien-Mayr, S.-Y. Organometallics 1988, 7, 2525.
7. (g) Pannell, K. H.; Hernandez, C.; Cervantes, J.; Cassias, J.; Vincenti, S. Organometallics 1986, 5, 1056.
8. (h) Crocco, J. L.; Young, C. S.; Lee, K. E.; Gladysz, J. A. Organometallics 1988, 7, 2158.
9. (i) Pannell, K. H. Cervantes, J.; Parkanyi, L.; Cervantes-Lee, F. Organometallics 1990, 9, 859.
10. (a) Pannell, K. H.; Rice, J. R. J. Organomet. Chem. 1974, 78, C35.
11. (b) Hernandez, C.; Sharma, H. K.; Pannell, K. H. J. Organomet. Chem. 1993, 462, 259.
12. (c) Pannell, K. H.; Rozell, J. M.; Hernandez, C. J. Am. Chem. Soc. 1989, 111, 4482.
13. (d) Jones, K. L.; Pannell, K. H. J. Am. Chem. Soc. 1993, 115, 11336.
14. (e) Tobita, H.; Ueno, K.; Ogino, H. Chem. Lett. 1986, 1777.
15. (f) Ueno, K.; Tobita, H.; Ogino, H. Chem. Lett. 1990, 369.
16. (g) Pannell, K. H.; Wang, L.-J.; Rozell, J. M. Organometallics 1989, 8, 550.
17. (a) Pannell, K. H.; Brun, M.-C.; Sharma, H.; Jones, K.; Sharma, S. Organometallics 1994, 13, 1075.
18. (b) Haynes, A.; George, M. W.; Haward, M. T.; Poliakoff, M.; Turner, J. J.; Boag, N. M.; Green, M. J. Am. Chem. Soc. 1991, 113, 2011.
19. (c) Takeuchi, T.; Tobita, H.; Ogino, H. Organometallics 1991, 10, 835.
20. (d) Tobita, H.; Wada, H.; Ueno, K.; Ogino, H. Organometallics 1994, 13, 2545.
21. Sun, H.; Xu, S.; Zhou, X.; Wang, H.; Wang, R.; Yao, X. J. Organomet. Chem. 1993, 444, C41.
22. Zhou, X.; Zhang, Y.; Xie, W.; Xu, S.; Sun, J. Organometallics 1997, 16, 3474.
23. (a) Wang, B.; Zhang, Y.; Xu, S.; Zhou, X. Organometallics 1997, 16, 6, 4620.
24. (b) Zhang, Y.; Xu, S.; Tian, G.; Zhou, X.; Sun, J. Organometallics 1998, 17, 1122.
25. (a) Zhang, Y.; Xu, S.; Zhou, X. Organometallics 1997, 16, 6017.
26. (b) Xie, W.; Wang B.; Xu, S.; Zhou, X. Organometallics 1998, 17, 6017.
27. (a) Cotton, F. A.; Frenz, B. A. Inorg. Chem. 1974, 13, 253.
28. (b) Adams, R. D.; Cotton, F. A.; Troup, J. M. Inorg. Chem. 1974, 13, 257.
29. (c) Bellerby, J.; Boylan, M. J.; Ennis, M.; Manning A. R. J. Chem. Soc., Dalton Trans. 1978, 1185.
30. (d) Ennis, M.; Kumar, R.; Manning A. R.; Howell, J. A. S.; Mathur, P.; Bowan, A. J.; Stephens, F. S. J. Chem. Soc., Dalton Trans. 1981, 1251.
31. (a) Nakanishi, S.; Tanikia, Y.; Otsuji, Y. Bull. Chem. Soc. Jpn. 1992, 65, 2309.
32. (b) Manning, A. R.; Boss, K.; Cox, M. G.; McCabe, A.; Soye, P.; Wade, S. C.; McArdle, D.; Cunningham, D. L. J. Organomet. Chem. 1995, 487, 151.
33. Haines, R. J.; DuPreez, A. L. Inorg. Chem. 1969, 8, 1459.
34. Adams, R. D.; Cotton, F. A. J. Am. Chem. Soc. 1973, 95, 6589.
35. Parkanyi, L.; Pannell, K. H.; Hernadez, C. J. Organomet. Chem. 1983, 252, 127.
36. The trans isomers (11t, 12t, and 13t) were designated according to the trans configuration of tert-butyl groups on the Cp rings and without consideration of the configuration of isocyanide ligands. Thus thermal rearrangement of the cis substrate afforded only the trans products.
37. The cis isomers (11c, 12c, and 13c) were designated according to the cis configuration of tert-butyl groups on the Cp rings and without consideration of the configuration of isocyanide ligands. Thermal rearrangement of the trans substrate afforded only the cis products. Therefore, the rearrangement reaction still follows the high stereospecificity reported before.
38. Although the Cp carbon atoms (1a and 1b) linked with tert-butyl groups are not chiral centers, we consider them as chiral centers in order to discuss stereochemistry more simply and conveniently. In fact this designation does not influence the result of stereochemistry in the molecules of 12 and 13.
39. Schuster, R. E.; Scott, J. E.; Casanova, J. Org. Synth. 1966, 47, 75.
40. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, England, 1974; Vol. IV, Table 2.2A.