Stereospecific formation of 1,3-disilacyclobutanes by photochemical treatment of bimetallic precursors FpCH2SiR2SiR2CH2Fp (Fp = (η5-C5H5)Fe(CO)2) [15]

Journal of the American Chemical Society

Volumn 122, Issue 34, 2000, Pages 8327-8328

  Zhang, Yongqiang ^a   Cervantes Lee, Francisco ^a   Pannell, Keith H ^a  

^a UNIVERSITY OF TEXAS AT EL PASO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOBUTANE DERIVATIVE; IRON COMPLEX; METAL COMPLEX; SILICON DERIVATIVE;

CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; COMPLEX FORMATION; ISOMERISM; LETTER; PHOTOCHEMISTRY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0034734333     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja994392p     Document Type: Letter

References (34)

1. Sharma, H. K.; Pannell, K. H. Chem. Rev. 1995, 95, 1351.
2. (a) Pannell, K. H.; Rice, J. J. Organomet. Chem. 1974, 78, C35.
3. (b) Pannell, K. H.; Cervantes, J.; Hernandez, C.; Cassias, J.; Vincenti, S. P. Organometallics 1986, 5, 1056.
4. (c) Pannell, K. H.; Wang, L.-J.; Rozell, J. M. Organometallics 1989, 8, 550.
5. (d) Jones, K.; Pannell, K. H. J. Am. Chem. Soc. 1993, 115, 11336.
6. (e) Pannell, K. H.; Brun, M.-C.; Sharma, H. K.; Jones, K.; Sharma, S. Organometallics 1994, 13, 3, 1075.
7. (a) Tobita, H.; Ueno, K.; Ogino, H. Chem. Lett. 1986, 1777.
8. (b) Ueno, K.; Tobita, H.; Shimoi, M.; Ogino, H. J. Am. Chem. Soc. 1988, 110, 4092.
9. (a) Pannell, K. H. J. Organomet. Chem. 1970, 21, 17.
10. (b) Sharma, S.; Kapoor, R. N.; Cervantes-Lee, F.; Pannell, K. H. Polyhedron 1991, 10, 1177.
11. (c) Pannell, K. H.; Kobayashi, T.; Kapoor, R. N. Organometallics 1992, 11, 1, 2229.
12. (d) Sharma, S.; Pannell, K. H. Organometallics 1993, 12, 2, 3979.
13. Randolf, C. L.; Wrighton, M. S. Organometallics 1987, 6, 365.
14. (a) Koloshi, T. S.; Carroll, P. J.; Berry, D. H. J. Am. Chem. Soc. 1990, 112, 6405.
15. (b) Campion, B. K.; Heyn, R. H.; Tilley, T. D. J. Am. Chem. Soc. 1990, 112, 4019.
16. (a) Pannell, K. H.; Sharma, H. K. Organometallics 1991, 10, 954.
17. (b) Ueno, K.; Hamashima, N.; Ogino, H. Organometallics 1991, 10, 959.
18. -1) 2009(s), 1958(s).
19. Kobayashi, T.; Pannell, K. H. Organometallics 1991, 10, 1960.
20. 6) δ -18.6, -18.5.
21. -1) 2009(s), 1959(s).
22. Data collected using a Siemens R3m/V diffractometer and Mo Kα radiation. 2a: triclinic; space group P1; a = 8.607(2) Å, b = 9.509(2) Å, c = 9.819(2) Å, α = 86.84(2)°, β = 64.95(1)°, γ = 86.58(2)°; Z = 1; R = 4.13; GOF = 1.03. Selected bond distances (Å) and angles (deg): Fe-C(8) 2.092(3), Si-SiA 2.359(1), Fe-C(8)-Si 120.5(1).
23. Kruger, C.; Barnett, B. L.; Brauer, D. Structure and Bonding in Organic Iron Compounds; The Organic Chemistry of Iron; Koerner Von Gustorf, E. A., Grevels, F. W., Fischler, I., Eds.; Academic Press: New York, 1978; Vol. 1, p 3.
24. Pannell, K. H.; Lin, S.-H.; Kapoor, R. N.; Cervantes-Lee, F.; Pinon, M.; Parkanyi, L. Organometallics 1990, 9, 2454.
25. Pannell, K. H.; Cervantes, J.; Parkanyi, L.; Cervantes-Lee, F. Organometallics 1990, 9, 859.
26. 6) δ -2.54. Mass: m/e 144 (M, 20%), 129 (M - Me, 100%). Kriner, W. A. J. Org. Chem. 1964, 29, 1601.
27. 29Si NMR and GC/MS and are in accord with the literature where 4t and 4c were separated by preparative GLC and the single-crystal structure of 4t was also reported. Hayakawa, K.; Tachikawa, M.; Suzuki, T.; Choi, N.; Murakami, M. Tetrahedron Lett. 1995, 36, 31811.
28. For reviews see: (a) Gusel'nikov, L. E.; Nametkin, N. S. Chem. Rev. 1979, 79, 529. (b) Baines, K. M.; Brook, A. G. Adv. Organomet. Chem. 1986, 25, 1.
29. For reviews see: (a) Gusel'nikov, L. E.; Nametkin, N. S. Chem. Rev. 1979, 79, 529. (b) Baines, K. M.; Brook, A. G. Adv. Organomet. Chem. 1986, 25, 1.
30. (a) Brook, A. G.; Harris, J. W.; Lennon, J.; El Sheikh, M. J. Am. Chem. Soc. 1979, 101, 83.
31. (b) Baines, K. M.; Brook, A. G.; Ford, R. R.; Lickiss, P. D.; Saxena, A. K.; Chatterton, W. J.; Sawyer, J. F.; Behnam, B. A. Organometallics 1989, 8, 693.
32. (a) Braddock-Wilking, J.; Chiang, M. Y.; Gaspar, P. P. Organometallics 1993, 12, 197.
33. (b) Volkova, V. V.; Gusel'nikov, L. E.; Volvina, E. A.; Buravtseva, E. N. Organometallics 1994, 13, 4661.
34. Tamao, K.; Yoshida, J.; Okazaki, S.; Kumada, M. Isr. J. Chem. 1977, 15, 265.