Hypercoordinate silacveloalkanes: Step-by-step tuning of n→Si interactions

Organometallics

Volumn 28, Issue 18, 2009, Pages 5459-5465

  Brendler, Erica ^a   Wächtler, Erik ^b   Wagler, Jörg ^b  

^a Institut für Analytische Chemie

^b TU BERGAKADEMIE FREIBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTALLINE SOLIDS; HEXACOORDINATE SILICON; RING SIZES; ROOM TEMPERATURE; STEP-BY-STEP;

ISOMERS; SILICON COMPOUNDS;

SILICON;

EID: 70349305679     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om900636e     Document Type: Article

References (39)

1. For recent reviews on nypercoordinate silicon complexes see for example: (a) Kost, D.; Kalikhman, I. Acc. Chem. Res. 2009, 42, 303.
2. (b) Kost, D.; Kalikhman, I. Adv. Organomet. Chem. 2004, 50, 1.
3. (c) Tacke, R.; Pülm, M.; Wagner, B. Adv. Organomet. Chem. 1999, 44, 221.
4. (a) Brendler, E.; Heine, T.; Hill, A. F.; Wagler, J. Z. Anorg. Allg. Chem. 2009, 635, 1300.
5. (b) Bassindale, A. R.; Parker, D. J.; Taylor, P. G.; Turtle, R. Z. Anorg. Allg. Chem. 2009,635,1288.
6. (c) Gostevskii, B.; Silbert, G.; Adear, K.; Sivaramakrishna, A.; Stalke, D.; Deuerlein, S.; Kocher, N.; Voronkov, M. G.; Kalikhman, I.; Kost, D. Organometallics 2005,24, 2913.
7. Schiemenz, G. P. Z. Naturforsch. B 2006, 61, 535.
8. (a) Kocher, N.; Henn, J.; Gostevskii, B.; Kost, D.; Kalikhman, I.; Engels, B.; Stalke, D. J. Am. Chem. Soc. 2004, 126, 5563.
9. (b) Korlyukov, A. A.; Lyssenko, K. A.; Antipin, M. Yu.; Kirin, V. N.; Chemyshev, E. A.; Knyazev, S. P. Inorg. Chem. 2002, 41, 5043.
10. (a) Fester, G. W.; Wagler, J.; Brendler, E.; Böhme, U.; Gerlach, D.; Kroke, E. J. Am. Chem. Soc. 2009, 131, 6855.
11. (b)Fester, G. W.; Wagler, J.; Brendler, E.; Böhme, U.; Roewer, G.; Kroke,E. Chem.-Eur. J. 2008, 14, 3164.
12. (a) Kalikhman, I,; Kertsnus-Banchik, E.; Gostevskii, B.; Kocher, N.; Stalke, D.; Kost, D. Organometallics 2009, 28, 512.
13. (b) Sergani, S.; Kalikhman, I.; Yakubovich, S.; Kost, D. Organometallics 2007, 26, 5799.
14. (c) Kalikhman, I.; Gostevskii, B.; Botoshansky, M.; Kaftory, M.; Tessier, C. A.; Panzner, M. J.; Youngs, W. J.; Kost, D. Organometallics 2006, 25, 1252.
15. (a) Gerlach, D.; Brendler, E.; Heine, T.; Wagler, J. Organometallics 2007, 26, 234.
16. (b) Wagler, J.; Böhme, U.; Brendler, E.; Blaurock, S.; Roewer, G. Z. Anorg. Allg. Chem. 2005, 631, 2907.
17. (c) Gostevskii, B.; Kalikhman, I.; Tessier, C. A.; Panzner, M. J.; Youngs, W. J.; Kost, D. Organometallics 2005, 24, 5786.
18. (d) Spiniello, M.; White, J. M. Organometallics 2000, 19, 1350.
19. (e) Karsch, H. H.; Richter, R.; Witt, E. J. Organomet. Chem. 1996, 521, 185.
20. (a) Böhme, U.; Foehn, I. C. Acta Crystallogr. C 2007, 63, o613.
21. (b) Maaranen, J.; Andell, O. S.; Vanne, T.; Mutikainen, E. J. Organomet. Chem. 2006, 691, 240.
22. (c) Hensen, K.; Gebhardt, F.; Boite, M. Z. Anorg. Allg. Chem. 1997, 623, 633.
23. (d) Day, R. O.; Sreelatha, C.; Deiters, J. A.; Johnson, S. E.; Holmes, J. M.; Howe, L.; Holmes, R. R. Organometallics 1991, 10, 1758.
24. (a) Wagler, J.; Gerlach, D.; Roewer, G. Chem. Heterocycl. Compd. 2006, 42, 1557.
25. (b) Wagler, J.; Schley, M.; Gerlach, D.; Böhme, U.; Brendler, E.; Roewer, G. Z. Naturforsch. B 2005, 60, 1054.
26. (a) Denmark, S. E. J. Org. Chem. 2009, 74, 2915.
27. (b) Denmark, S. E.; Regens, C. S. Acc. Chem. Res. 2008, 41, 1486.
28. 1,1-Dichlorosilacycloalkanes were prepared according to procedures described in: (a) Laane, J. J. Am. Chem. Soc. 1967, 89, 1144.
29. 3 and NaCl solutions under exclusion of light, followed by repeated decantation and washing with water as well as ethanol and acetone and finally drying at 120 °C for 1 h.) Distillation of the silacyclobutane thus obtained afforded 1,1-dichlorosilacyclobutane of high purity.
30. 11 we have added hexadecane to the crude product in order to improve the distillation conditions. Following the distillation of 1,1-dichlorosilacycloheptane at 38-48°C (2 mmHg) the hexadecane was distilled off at 105-112° C (2 mmHg). From this fraction some colorless crystals of 1,1,8,8-tetrachloro-1,8-disilacyclotetradecane formed within 1 day.
31. (a) Lippe, K.; Gerlach, D.; Kroke, E.; Wagler, J. Organometallics 2009, 28, 621.
32. (b) Wagler, J.; Böhme, U.; Brendler, E.; Roewer, G. Organometallics 2005, 24, 1348.
33. Klebe, G.; TranQui, D. Acta Crystallogr. C 1984, 40,416.
34. Arnason, I.; Thorarinsson, G. K.; Matern, E. Z. Anorg. Allg. Chem. 2000, 626, 853.
35. (a) Wagler, J.; Roewer, G.; Gerlach, D. Z. Anorg. Allg. Chem. 2009, 635, 1279.
36. (b) Kalikhman, I.; Gostevskii, B.; Kertsnus, E.; Deuerlein, S.; Stalke, D.; Botoshansky, M.; Kost, D. J. Phys. Org. Chem. 2008, 21, 1029.
37. (c) Wagler, J.; Doert, T.; Roewer, G. Angew. Chem., Int. Ed. 2004,43, 2441.
38. (d)Kano,N.; Yamamura, M.; Kawashima, T. J. Am. Chem. Soc. 2004, 126, 6250.
39. Wagler, J.; Brendler, E. Z. Naturforsch. B 2007, 62, 225.