A crystalline carbene-silylene adduct 1,2-C6H4[N(R)]2C-Si[N(R)]2C6H4-1,2 (R = CH2Bu(t)); synthesis, structure and bonding in model compounds

Chemical Communications

Volumn , Issue 8, 1999, Pages 755-756

  Boesveld, W Marco ^a,b   Gehrhus, Barbara ^a   Hitchcock, Peter B ^a   Lappert, Michael F ^a   Von Ragué Schleyer, Paul ^b  

^a UNIVERSITY OF SUSSEX   (United Kingdom)

^b UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; SILICON;

ARTICLE; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ROENTGEN SPECTROSCOPY; SYNTHESIS;

EID: 0033591039     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. B. Gehrhus, P. B. Hitchcock, M. F. Lappert and H. Maciejewski, Organometallics, 1998, 17, 5599.
2. 3-2,4,6), see: A. J. Arduengo, S. F. Gamper, J. C. Calabrese and F. Davidson, J. Am. Chem. Soc., 1994, 116, 4391.
3. t, see: M. K. Denk, A. Thadani, K. Hatano and A. J. Lough, Angew. Chem., Int. Ed. Engl., 1997, 36, 2607.
4. t, see: M. K. Denk, A. Thadani, K. Hatano and A. J. Lough, Angew. Chem., Int. Ed. Engl., 1997, 36, 2607.
5. B. Gehrhus, P. B. Hitchcock, M. F. Lappert, J. Heinicke, R. Boese and D. Bläser, J. Organomet. Chem., 1996, 521, 211.
6. A. G. Brook, S. C. Nyburg, F. Abdesaken, B. Gutekunst, G. Gutekunst, R. K. M. R. Kallury, Y. C. Poon, Y.-M. Chang and W. Wong-Ng, J. Am. Chem. Soc., 1982, 104, 5667.
7. N. Wiberg, G. Wagner, J. Riede and G. Müller, Organometallics, 1987, 6, 32.
8. A. Schäfer, M. Weidenbruch, W. Saak and S. Pohl, J. Chem. Soc., Chem. Commun., 1995, 1157.
9. N. Kuhn, T. Kratz, D. Bläser and R. Boese, Chem. Ber., 1995, 128, 245.
10. A. J. Arduengo, H. V. R. Dias, J. C. Calabrese and F. Davidson, Inorg. Chem., 1993, 32, 1541.
11. M. K. Denk, K. Hatano and A. J. Lough, Eur. J. Inorg. Chem., 1998, 1067.
12. B. Gehrhus, P. B. Hitchcock and M. F. Lappert, Angew. Chem., Int. Ed. Engl., 1997, 36, 2514; C. Drost, B. Gehrhus, P. B. Hitchcock and M. F. Lappert, Chem. Commun., 1997, 1845.
13. B. Gehrhus, P. B. Hitchcock and M. F. Lappert, Angew. Chem., Int. Ed. Engl., 1997, 36, 2514; C. Drost, B. Gehrhus, P. B. Hitchcock and M. F. Lappert, Chem. Commun., 1997, 1845.
14. 13C NMR spectroscopic experiment, for which we thank Dr. G. A. Lawless.
15. Calculations were performed using GAUSSIAN 94, Revision B. 1, M. J. Frisch et al., Gaussian Inc., Pittsburgh, PA, 1995. Structures of 9-15 were optimized at the RB3LYP/6-311+G** level and established to be a minimum by frequency calculation at B3LYP/6-31G*.
16. T. Müller, W. Ziche and N. Auner, (ch. 16 and P. P. Gaspar and R. West, (ch. 43 in The Chemistry of Organic Silicon Compounds, ed. Z. Rappoport and Y. Apeloig, New York, vol. 2, 1998.
17. For aromaticity in carbenes and silylenes, see: S. G. Urquhart, A. P. Hitchcock, J. F. Lehmann and M. Denk, Organometallics, 1998, 17, 2352; R. West, J. J. Buffy, M. Haaf, T. Müller, B. Gehrhus, M. F. Lappert and Y. Apeloig, J. Am.Chem. Soc., 1998, 120, 1639; C. Boehme and G. Frenking, J. Am. Chem. Soc., 1996, 118, 2039.
18. For aromaticity in carbenes and silylenes, see: S. G. Urquhart, A. P. Hitchcock, J. F. Lehmann and M. Denk, Organometallics, 1998, 17, 2352; R. West, J. J. Buffy, M. Haaf, T. Müller, B. Gehrhus, M. F. Lappert and Y. Apeloig, J. Am.Chem. Soc., 1998, 120, 1639; C. Boehme and G. Frenking, J. Am. Chem. Soc., 1996, 118, 2039.
19. For aromaticity in carbenes and silylenes, see: S. G. Urquhart, A. P. Hitchcock, J. F. Lehmann and M. Denk, Organometallics, 1998, 17, 2352; R. West, J. J. Buffy, M. Haaf, T. Müller, B. Gehrhus, M. F. Lappert and Y. Apeloig, J. Am.Chem. Soc., 1998, 120, 1639; C. Boehme and G. Frenking, J. Am. Chem. Soc., 1996, 118, 2039.
20. T. P. Hamilton and H. F. Schaefer, J. Chem. Phys., 1989, 90, 1031.