Access to a stable Si2N2 four-membered ring with non-Kekulé singlet biradical character from a disilyne

Journal of the American Chemical Society

Volumn 133, Issue 32, 2011, Pages 12478-12481

  Takeuchi, Katsuhiko ^a   Ichinohe, Masaaki ^a   Sekiguchi, Akira ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BOND INTERACTIONS; CENTROSYMMETRIC; CLOSED SHELLS; EPR SIGNALS; FOUR-MEMBERED RINGS; TRIMETHYLSILYL;

CARBON TETRACHLORIDE; ELECTRON SPIN RESONANCE SPECTROSCOPY; METHANOL; MOLECULAR GRAPHICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

SILICON;

CARBON TETRACHLORIDE; DISYLINE; METHANOL; SILICON; SILICON NITRIDE; SILICONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CHEMICAL STRUCTURE; ELECTRON SPIN RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SILICON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

EID: 80051577782     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja2059846     Document Type: Article

References (53)

1. Abe, M.; Adam, W.; Heidenfelder, T.; Nau, W. M.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 2019
2. Ma, J.; Ding, Y.; Hattori, K.; Inagaki, S. J. Org. Chem. 2004, 69, 4245
3. Abe, M.; Kubo, E.; Nozaki, K.; Matsuo, T.; Hayashi, T. Angew. Chem., Int. Ed. 2006, 118, 7992
4. Nakamura, T.; Takegame, A.; Abe., M. J. Org. Chem. 2010, 75, 1956
5. Niecke, E.; Fuchs, A.; Baumeister, F.; Nieger, M.; Schoeller, W. W. Angew. Chem., Int. Ed. Engl. 1995, 34, 555
6. Baumgartner, T.; Gudat, D.; Nieger, M.; Niecke, E.; Schiffer, T. J. J. Am. Chem. Soc. 1999, 121, 5953
7. Niecke, E.; Fuchs, A.; Nieger, M. Angew. Chem., Int. Ed. 1999, 38, 3028
8. Niecke, E.; Fuchs, A.; Nieger, M.; Schmidt, O.; Schoeller, W. W. Angew. Chem., Int. Ed. 1999, 38, 3031
9. Sugiyama, H.; Ito, S.; Yoshifuji, M. Angew. Chem., Int. Ed. 2003, 42, 3802
10. Scheschkewitz, D.; Amii, H.; Gornitzka, H.; Schoeller, W. W.; Bourissou, D.; Bertrand, G. Science 2002, 295, 1880
11. Scheschkewitz, D.; Amii, H.; Gornitzka, H.; Schoeller, W. W.; Bourissou, D.; Bertrand, G. Angew. Chem., Int. Ed. 2004, 43, 585
12. Rodriguez, A.; Tham, F. S.; Schoeller, W. W.; Bertrand, G. Angew. Chem., Int. Ed. 2004, 43, 4876
13. Rodriguez, A.; Olsen, R. A.; Ghaderi, N.; Scheschkewitz, D.; Tham, F. S.; Mueller, L. J.; Bertrand, G. Angew. Chem., Int. Ed. 2004, 43, 4880
14. Amii, H.; Vranicar, L.; Gornitzka, H.; Bourissou, D.; Bertrand, G. J. Am. Chem. Soc. 2004, 126, 1344
15. Bourg, J.-B.; Rodriguez, A.; Scheschkewitz, D.; Gornitzka, H.; Bourissou, D.; Bertrand, D. Angew. Chem., Int. Ed. 2007, 46, 5741
16. Cui, C.; Brynda, M.; Olmstead, M. M.; Power, P. P. J. Am. Chem. Soc. 2004, 126, 6510
17. Cox, H.; Hitchcock, P. B.; Lappert, M. F.; Pierssens, L. J.-M. Angew. Chem., Int. Ed. 2004, 43, 4500
18. Lee, V. Ya.; Sekiguchi, A. Organometallic Compounds of Low-Coordinate Si, Ge, Sn and Pb: From Phantom Species to Stable Compounds; Wiley: Chichester, 2010;, Chapter 4.
19. Sekiguchi, A.; Kinjo, R.; Ichinohe, M. Science 2004, 305, 1755
20. Kravchenko, V.; Kinjo, R.; Sekiguchi, A.; Ichinohe, M.; West, R.; Balazs, Y. S.; Schmidt, A.; Karni, M.; Apeloig, Y. J. Am. Chem. Soc. 2006, 128, 14472
21. Murata, Y.; Ichinohe, M.; Sekiguchi, A. J. Am. Chem. Soc. 2010, 132, 16768
22. Power, P. P. Chem. Rev. 1999, 99, 3463
23. Weidenbruch, M. J. Organomet. Chem. 2002, 646, 39
24. Power, P. P. Chem. Commun. 2003, 2091
25. Weidenbruch, M. Angew. Chem., Int. Ed. 2004, 43, 2
26. Power, P. P. Appl. Organomet. Chem. 2005, 19, 488
27. Sekiguchi, A.; Ichinohe, M.; Kinjo, R. Bull. Chem. Soc. Jpn. 2006, 79, 825
28. Power, P. P. Organometallics 2007, 26, 4362
29. Sekiguchi, A. Pure Appl. Chem. 2008, 80, 447
30. Power, P. P. Nature 2010, 463, 171
31. Sasamori, T.; Han, J.-S.; Hironaka, K.; Takagi, N.; Nagase, N.; Tokitoh, N. Pure Appl. Chem. 2010, 82, 603
32. Kinjo, R.; Ichinohe, M.; Sekiguchi, A.; Takagi, N.; Sumimoto, M.; Nagase, S. J. Am. Chem. Soc. 2007, 129, 7766
33. Kinjo, R.; Ichinohe, M.; Sekiguchi, A. J. Am. Chem. Soc. 2007, 129, 26
34. Yamaguchi, T.; Ichinohe, M.; Sekiguchi, A. New J. Chem. 2010, 34, 1544
35. Sekiguchi, A.; Kinjo, R.; Ichinohe, M. Synth. Met. 2009, 159, 773
36. Takeuchi, K.; Ichinohe, M.; Sekiguchi, A.; Guo, J.-D.; Nagase, S. Organometallics 2009, 28, 2658
37. Takeuchi, K.; Ichinohe, M.; Sekiguchi, A. J. Am. Chem. Soc. 2008, 130, 16848
38. Takeuchi, K.; Ichinohe, M.; Sekiguchi, A.; Guo, J.-D.; Nagase, S. J. Psys. Org. Chem. 2010, 23, 390
39. Takeuchi, K.; Ikoshi, M.; Ichinohe, M.; Sekiguchi, A. J. Am. Chem. Soc. 2010, 132, 930
40. Takeuchi, K.; Ikoshi, M.; Ichinohe, M.; Sekiguchi, A. J. Organomet. Chem. 2011, 696, 1156
41. Takeuchi, K.; Ichinohe, M.; Sekiguchi, A. Organometallics 2011, 30, 2044
42. Yamaguchi, T.; Sekiguchi, A.; Driess, M. J. Am. Chem. Soc. 2010, 132, 14061
43. Yamaguchi, T.; Sekiguchi, A. J. Am. Chem. Soc. 2011, 133, 7352
44. Wiberg, N.; Vasisht, S. K.; Fischer, G.; Mayer, P. Z. Anorg. Allg. Chem. 2004, 630, 1823
45. Sasamori, T.; Hironaka, K.; Sugiyama, Y.; Takagi, N.; Nagase, S.; Hosoi, Y.; Furukawa, Y.; Tokitoh, N. J. Am. Chem. Soc. 2008, 130, 13856
46. Han, J. S.; Sasamori, T.; Mizuhata, Y.; Tokitoh, N. J. Am. Chem. Soc. 2010, 132, 2546
47. Han, J. S.; Sasamori, T.; Mizuhata, Y.; Tokitoh, N. Dalton Trans. 2010, 39, 9238
48. Cui, C.; Brynda, M.; Olmstead, M. M.; Fettinger, J. C.; Spikes, G. H.; Power, P. P. J. Am. Chem. Soc. 2005, 127, 17530
49. Sheldrick, W. S. In The Chemistry of Organic Silicon Compounds; Patai, S.; Rappoport, Z., Eds.; John Wiley & Sons Ltd: Chichester, U.K., 1989; Part 1, Chapter 5.
50. Wiberg, N.; Schuster, H.; Simon, A.; Peters, K. Angew. Chem., Int. Ed. 1986, 25, 79
51. Nied, D; Köppe, R.; Klopper, W.; Schnöckel, H.; Breher, F. J. Am. Chem. Soc. 2010, 132, 10264
52. Schleyer, P. v. R.; Maerker, C.; Dransfeld, A.; Jiao, H.; Hommes, N. J. R. v. E. J. Am. Chem. Soc. 1996, 118, 6317
53. Chen, Z.; Wannere, C. S.; Corminboeuf, C.; Puchta, R.; Schleyer, P. v. R. Chem. Rev. 2005, 105, 3842