Irreversible rearrangement in hexacoordinate silicon complexes: From neutral bis(N→Si) chelates to mono(N→Si) zwitterionic λ6-silicates

Organometallics

Volumn 19, Issue 10, 2000, Pages 1927-1934

  Kalikhman, Inna ^a   Girshberg, Olga ^a   Lameyer, Lutz ^b   Stalke, Dietmar ^b   Kost, Daniel ^a  

^a BEN GURION UNIVERSITY OF THE NEGEV   (Israel)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000490321     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om990965v     Document Type: Article

References (50)

1. (a) Kost, D.; Kalikhman, I.; Raban, M. J. Am. Chem. Soc. 1995, 117, 11512.
2. (b) Kalikhman, I.; Kost, D.; Raban, M. J. Chem. Soc., Chem. Commun. 1995, 1253.
3. Kalikhman, I. D.; Gostevskii, B. A.; Bannikova, O. B.; Voronkov, M. G.; Pestunovich, V. A. Metalloorg. Khim. 1989, 2, 937; Chem. Abstr. 1990, 112, 1188926r.
4. Kalikhman, I. D.; Gostevskii, B. A.; Bannikova, O. B.; Voronkov, M. G.; Pestunovich, V. A. Metalloorg. Khim. 1989, 2, 937; Chem. Abstr. 1990, 112, 1188926r.
5. Kalikhman, I. D.; Gostevskii, B. A.; Bannikova, O. B.; Voronkov, M. G.; Pestunovich, V. A. Metalloorg. Khim. 1989, 2, 205, Chem. Abstr. 1990, 112, 77291j.
6. Kalikhman, I. D.; Gostevskii, B. A.; Bannikova, O. B.; Voronkov, M. G.; Pestunovich, V. A. Metalloorg. Khim. 1989, 2, 205, Chem. Abstr. 1990, 112, 77291j.
7. Kost, D.; Krivonos, S.; Kalikhman, I. In Organosilicon Chemistry III; Auner, N, Weis, J., Eds.; VCH: Weinheim, Germany, 1997; pp 435-445.
8. Kalikhman, I.; Krivonos, S.; Stalke, D.; Kottke, T.; Kost, D. Organometallics 1997, 16, 3255.
9. Kost, D.; Kalikhman, I.; Krivonos, S.; Stalke, D.; Kottke, T. J. Am. Chem. Soc. 1998, 120, 4209.
10. Mozzhukhin, A. O.; Antipin, M. Yu.; Struchkov, Yu. T.; Gostevskii, B. A.; Kalikhman, I. D.; Pestunovich, V. A.; Voronkov, M. G. Metalloorg. Khim. 1992, 5, 658. Chem. Abstr. 1992, 117, 234095w.
11. Mozzhukhin, A. O.; Antipin, M. Yu.; Struchkov, Yu. T.; Gostevskii, B. A.; Kalikhman, I. D.; Pestunovich, V. A.; Voronkov, M. G. Metalloorg. Khim. 1992, 5, 658. Chem. Abstr. 1992, 117, 234095w.
12. Kalikhman, I.; Krivonos, S.; Ellern, A.; Kost, D. Organometallics 1996, 15, 5073.
13. Kalikhman, I.; Kost, D. In Organosilicon Chemistry III; Auner, N., Weis, J., Eds.; VCH: Weinheim, Germany, 1997; p 446.
14. Kalikhman, I. D.; Bannikova, O. B.; Petuchov, L. P.; Pestunovich, V. A.; Voronkov, M. G. Dokl. Akad. Nauk SSSR 1986, 287, 870.
15. Kalikhman, I. D.; Pestunovich, V. A.; Gostevskii, B. A.; Bannikova, O. B.; Voronkov, M. G. J. Organomet. Chem. 1988, 338, 169.
16. Macharashvili, A. A.; Shklover, V. E.; Struchkov, Yu. T.; Gostevskii, B. A.; Kalikhman, I. D.; Bannikova, O. B.; Voronkov, M. G.; Pestunovich, V. A. J. Organomet. Chem. 1988, 356, 23.
17. Macharashvili, A. A.; Shklover, V. E.; Struchkov, Yu. T.; Voronkov, M. G.; Gostevskii, B. A.; Kalikhman, I. D.; Bannikova, O. B.; Pestunovich, V. A. J. Organomet. Chem. 1988, 340, 23.
18. Kost, D.; Kalikhman, I. In The Chemistry of Organic Silicon Compounds; Apeloig, Y., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1998; Vol. 2, p 1339.
19. Tandura, St. N.; Alekseev, N. V.; Voronkov, M. G. Top. Curr. Chem. 1986, 131, 99.
20. Corriu, R. J. P.; Young, J. C. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1989; p 1241.
21. Holmes, R. R. Chem. Rev. 1990, 90, 17; 1996, 96, 927.
22. Holmes, R. R. Chem. Rev. 1990, 90, 17; 1996, 96, 927.
23. Chuit, C.; Corriu, R. J. P.; Reye, C.; Young, J. C. Chem. Rev. 1993, 93, 1371.
24. Chuit, C.; Corriu, R. J. P.; Reye, C. In The Chemistry of Hypervalent Compounds; Akiba, K.-y., Ed.; Wiley-VCH: Chichester, U.K., 1999; p 81.
25. Wawzonek, S.; Yeakey, E. J. Am. Chem. Soc. 1960, 82, 5718.
26. (a) Kaftory, M.; Kapon, M.; Botoshansky, M. In The Chemistry of Organic Silicon Compounds; Apeloig, Y., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1998; Vol. 2, p 181.
27. (b) Sheldrick, W. S. Willliams, E. A. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1989; p 228.
28. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, S1.
29. Tacke, R.; Pulm, M.; Wagner, B. Adv. Organomet. Chem. 1999, 44, 221.
30. (a) Carre, F.; Chuit, C.; Corriu, R. J. P.; Mehdi, A.; Reye, C. J. Organomet. Chem. 1993, 446, C6.
31. (b) Chuit, C.; Corriu, R. J. P.; Mehdi, A.; Reye, C. Chem. Eur. J. 1996, 2, 342.
32. Substantially long Si-Cl bonds (2.598 Å) in pentacoordinate silanes have also been reported by Kummer et al.: Kummer, D.; Chaudhry, S. C.; Seifert, J.; Deppisch, B.; Mattern, G. J. Organomet. Chem. 1990, 382, 345.
33. Gordon, M. S.; Carrol, M. T.; Davis, L. P.; Burggraf, L. W. J. Phys. Chem. 1990, 94, 8125.
34. Willliams, E. A. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U.K., 1989; p 511, Table 17.
35. Evans, D. F.; Wong, C. Y. Polyhedron 1991, 1131.
36. (a) Blanca, B.-D. M.; Maimon, E.; Kost, D. Angew. Chem. 1997, 109, 2294; Angew. Chem., Int. Ed. Engt. 1997, 36, 2216.
37. (a) Blanca, B.-D. M.; Maimon, E.; Kost, D. Angew. Chem. 1997, 109, 2294; Angew. Chem., Int. Ed. Engt. 1997, 36, 2216.
38. (b) Orrell, K. G.; Sik, V. Annu. Rep. NMR Spectrosc. 1993, 27, 103.
39. (a) Kottke, T.; Stalke, D. J. Appl. Crystallogr. 1993, 26, 615.
40. (b) Stalke, D. Chem. Soc. Rev. 1998, 27, 171.
41. Sheldrick, G. M. Acta Crystallogr. 1990, A46, 467.
42. Sheldrick, G. M. Program for crystal structure refinement; University of Göttingen, Göttingen, Germany, 1997.
43. (a) Kalikhman, I. D.; Bannikova, O. B.; Volkova, L. I.; Gostevskii, B. A.; Yushmanova, T. I.; Lopirev, V. A.; Voronkov, M. G. Bull. Akad. Nauk SSSR 1988, 460; Chem. Abstr. 1989, 110, 75608c.
44. (a) Kalikhman, I. D.; Bannikova, O. B.; Volkova, L. I.; Gostevskii, B. A.; Yushmanova, T. I.; Lopirev, V. A.; Voronkov, M. G. Bull. Akad. Nauk SSSR 1988, 460; Chem. Abstr. 1989, 110, 75608c.
45. (b) Kalikhman, I. D.; Medvedeva, E. N.; Bannikova, O. B.; Fabina, N. G.; Larin, M. F.; Lopirev, V. A.; Voronkov, M. G. J. Obshch. Khim. 1984, 54, 477; Chem. Abstr. 1984, 101, 55158s.
46. (b) Kalikhman, I. D.; Medvedeva, E. N.; Bannikova, O. B.; Fabina, N. G.; Larin, M. F.; Lopirev, V. A.; Voronkov, M. G. J. Obshch. Khim. 1984, 54, 477; Chem. Abstr. 1984, 101, 55158s.
47. (a) Beltrami, R. T.; Bissel, E. R. J. Am. Chem. Soc. 1958, 80, 1895.
48. (b) Hinman, R. L.; Fulton, D. J. Am. Chem. Soc. 1956, 78, 2467.
49. At room temperature extensive line broadening due to chemical exchange was observed.
50. The crystal structure of 9b and the fact that 9a-c decompose upon melting with evolution of gas bubbles suggest that the solids contain chloroform. The yields have been calculated accordingly.