The synthesis and isolation of a metal-substituted bis-silene

Angewandte Chemie - International Edition

Volumn 47, Issue 23, 2008, Pages 4343-4345

  Bravo Zhivotovskii, Dmitry ^a   Dobrovetsky, Roman ^a   Nemirovsky, Dmitry ^a   Molev, Victoria ^a   Bendikov, Michael ^b   Molev, Gregory ^a   Botoshansky, Mark ^a   Apeloig, Yitzhak ^a  

^a TECHNION ISRAEL INSTITUTE OF TECHNOLOGY   (Israel)

^b WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

Anions; Lithium; Rearrangements; Silenes; Structure elucidation

Indexed keywords

MERCURY (METAL);

ANIONS; LITHIUM; REARRANGEMENTS; SILENES; STRUCTURE ELUCIDATION;

SILICON;

EID: 53549128955     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200800973     Document Type: Article

References (34)

1. A. G. Brook, S. C. Nyburg, F. Abdesaken, B. Gutekunst, G. Gutekunst, R. Krishna, M. R. Kallury, Y. C. Poon, Y. M. Chang, W. N. Winnie, J. Am. Chem. Soc. 1982, 104, 5667.
2. R. West, M. J. Fink, J. Michl, Science 1981, 214, 1343.
3. For reviews see: a) R. West, Polyhedron 2002, 21, 467;
4. b) R. West, ACS Symp. Ser. 2006, 917, 166.
5. For review see: N. Chinkov, H. Chechik, S. Majumdar, A. Liard, I. Marek, Synthesis 2002, 17, 2473.
6. a) D. Scheschkewitz, Angew. Chem. 2004, 116, 3025;
7. Angew. Chem. Int. Ed. 2004, 43, 2965;
8. b) M. Ichinohe, K. Sanuki, S. Inoue, A. Sekiguchi, Organometallics 2004, 23, 3088;
9. c) S. Inoue, M. Ichinohe, A. Sekiguchi, Chem. Lett. 2005, 34, 1564;
10. d) T.-L. Nguyen, D. Scheschkewitz, J. Am. Chem. Soc. 2005, 127, 10174;
11. e) M. Driess, S. Block, M. Brym, M. T. Gamer, Angew. Chem. 2006, 118, 2351;
12. Angew. Chem. Int. Ed. 2006, 45, 2293.
13. a) I. Bejan, D. Gueclue, S. Inoue, M. Ichinohe, A. Sekiguchi, D. Scheschkewitz, Angew. Chem. 2007, 119, 3413;
14. Angew. Chem. Int. Ed. 2007, 46, 3349;
15. b) S. Inoue, M. Ichinohe, A. Sekiguchi, Angew. Chem. 2007, 119, 3410;
16. Angew. Chem. Int. Ed. 2007, 46, 3346;
17. c) I. Bejan, D. Scheschkewitz, Angew. Chem. 2007, 119, 5885;
18. Angew. Chem. Int. Ed. 2007, 46, 5783;
19. d) S. Yao, S. Block, M. Brym, M. Driess, Chem. Commun. 2007, 3844.
20. a) D. Bravo-Zhivotovskii, H. Peleg-Vasserman, M. Kosa, G. Molev, M. Botoshanskii, Y. Apeloig, Angew. Chem. 2004, 116, 763;
21. Angew. Chem. Int. Ed. 2004, 43, 745;
22. b) B. K. Campion, R. Heyn, T. D. Tilley, J. Am. Chem. Soc. 1990, 112, 4079.
23. A metal-substituted silene was proposed as a reactive intermediate but was not isolated, see: J. Ohshita, H. Sakurai, S. Masaoka, M. Tamai, A. Kunai, M. Ishikawa, J. Organomet. Chem. 2001, 633, 131.
24. D. Bravo-Zhivotovskii, M. Yuzefovich, N. Sigal, G. Korogodsky, K. Klinkhammer, B. Tumanskii, A. Shames, Y. Apeloig, Angew. Chem. 2002, 114, 671;
25. Angew. Chem. Int. Ed. 2002, 41, 649.
26. max = 25°, R = 0.0994 (I > 2σI), wR2 = 0.2585 (I > 2σI), Rw = 0.1709 (all data), GOF = 0.847. CCDC 645497 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
27. K. Klinkhammer, J. Z. Weidlein, Z. Anorg. Allg. Chem. 1996, 622, 1209.
28. J. Arnold, T. D. Tilley, A. L. Rheingold, S. J. Geib, Inorg. Chem. 1987, 26, 2106.
29. G. E. Miracle, J. L. Ball, D. R. Powell, R. West, J. Am. Chem. Soc. 1993, 115, 11598.
30. For more information about the crystal structure of 7 see the Supporting Information.
31. Gaussian 03 was used. All molecules were fully optimized using a small core ECP on Hg; frequency calculations were performed at the same level. For full details see the Supporting Information.
32. a) D. Bravo-Zhivotovskii, I. Ruderfer, M. Yuzefovich, M. Kosa, M. Botoshansky, B. Tumanskii, Y. Apeloig, Organometallics 2005, 24, 2698;
33. b) D. Bravo-Zhivotovskii, I. Ruderfer, S. Melamed, M. Botoshansky, B. Tumanskii, Y. Apeloig, Angew. Chem. 2005, 117, 749;
34. Angew. Chem. Int. Ed. 2005, 44, 739.