Nearly planar nonsolvated monomeric silyl- and germyllithiums as a result of an intramolecular CH-Li agostic interaction

Journal of the American Chemical Society

Volumn 124, Issue 51, 2002, Pages 15160-15161

  Nakamoto, Masaaki ^a   Fukawa, Tomohide ^a   Lee, Vladimir Ya ^a   Sekiguchi, Akira ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; GERMANIUM DERIVATIVE; HYDROGEN; LITHIUM; LITHIUM DERIVATIVE; MONOMER; SILICON DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; GEOMETRY; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; SOLVATION;

EID: 0037176290     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja021142r     Document Type: Article

References (26)

1. (a) Brookhart, M.; Green, M. L. H. J. Organomet. Chem. 1983, 250, 395.
2. (b) Crabtree, R. H.; Hamilton, D. G. Adv. Organomet. Chem. 1988, 28, 299.
3. (c) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789.
4. (a) March, J. Advanced Organic Chemistry; John Wiley & Sons: New York, 1985.
5. (b) Setzer, W. N.; Schleyer, P. v. R. Adv. Organomet. Chem. 1985, 24, 353.
6. (c) Schade, C.; Schleyer, P. v. R. Adv. Organomet. Chem. 1987, 27, 169.
7. (d) Sapse, A.-M.; Schleyer, P. v. R. Lithium Chemistry: A Theoretical and Experimental Overview; John Wiley & Sons: New York, 1995.
8. (a) Siemeling, U.; Redecker, T.; Neumann, B.; Stammler, H.-G. J. Am. Chem. Soc. 1994, 116, 5507.
9. (b) Nanjo, M.; Sekiguchi, A.; Sakurai, H. Bull. Chem. Soc. Jpn. 1999, 72, 1387 and references therein.
10. Sekiguchi, A.; Fukawa, T.; Nakamoto, M.; Lee, V. Ya.; Ichinohe, M. J. Am. Chem. Soc. 2002, 124, 9865.
11. Very recently, we have reported a reversible redox system of cyclotetrasilenyl cation, radical, and anion, see: Matsuno, T.; Ichinohe, M.; Sekiguchi, A. Angew. Chem., Int. Ed. 2002, 41, 1575.
12. 8, 298 K, δ) - 185, 19.5.
13. Both silyl and germyl radicals 1a and 1b also readily reacted with Na and K in hexane to give the corresponding alkali metal derivatives as almost insoluble products. The results will be reported elsewhere.
14. 8, 298 K, δ) 24.0.
15. w = 0.0948 for all data, 4163 reflections), GOF = 1.060.
16. For the recent reviews on silyllithium, see: (a) Belzner, J.; Dehnert, U. In The Chemistry of Organosilicon Compounds; Rappoport, Z., Apeloig, Y., Eds.; John Wiley & Sons: New York, 1998; Vol. 2, Part 1, Chapter 14.
17. For the recent reviews on silyllithium, see: (b) Tamao, K.; Kawachi, A. Adv. Organomet. Chem. 1995, 38, 1.
18. For the recent reviews on silyllithium, see: (c) Lickiss, P. D.; Smith, C. M. Coord. Chem. Rev. 1995, 145, 75.
19. For the recent reviews on silyllithium, see: (d) Sekiguchi, A.; Lee, V. Ya.; Nanjo, M. Coord. Chem. Rev. 2000, 210, 11.
20. Flock, M.; Marschner, C. Chem.-Eur. J. 2002, 8, 1024.
21. (a) Eaborn, C.; Hitchcock, P. B.; Izod, K.; Jaggar, A. J.; Smith, J. D. Organometallics 1994, 13, 753.
22. (b) Almansour, A. I.; Eaborn, C.; Hawkes, S. A.; Hitchcock, P. B.; Smith, J. D. Organometallics 1997, 16, 6035.
23. (c) Hill, M. S.; Hitchcock, P. B. Organometallics 2002, 21, 220.
24. Driess, M.; Merz, K.; Monsé, C. Z. Anorg. Allg. Chem. 2000, 626, 2264.
25. Klinkhammer, K. W. Chem.-Eur. J. 1997, 3, 1418.
26. For the spectral data and crystal structures of 3a and 3b, see the Supporting Information.