Synthesis and characterization of an amidinate-stabilized cis-1,2-disilylenylethene [cis-LSi{C(Ph)=C(H)}SiL] and a singlet delocalized biradicaloid [LSi(μ2-C2Ph2)2SiL]

Chemistry - A European Journal

Volumn 16, Issue 43, 2010, Pages 12956-12961

  Yeong, Hui Xian ^a   Xi, Hong Wei ^b   Lim, Kok Hwa ^b   So, Cheuk Wai ^a  

^a Nanyang Technological University   (Singapore)

^b NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

Author keywords

density functional calculations; N ligands; radicals; silicon; silylene

Indexed keywords

AMIDINATES; BIRADICALS; DELOCALIZATIONS; DENSITY-FUNCTIONAL CALCULATIONS; DFT CALCULATION; N LIGANDS; NMR SPECTROSCOPY; RADICALS; SILYLENES; SIX-MEMBERED RINGS; SYNTHESIS AND CHARACTERIZATIONS;

COMPLEXATION; LIGANDS; MINERALOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION INTERMEDIATES; SELF ASSEMBLY; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL); TOLUENE; X RAY CRYSTALLOGRAPHY;

SILICON;

EID: 78449289867     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001141     Document Type: Article

References (42)

1. S. P. Green, C. Jones, P. C. Junk, K.-A. Lippert, A. Stasch, Chem. Commun. 2006, 3978 - 3980
2. W.-P. Leung, W.-K. Chiu, K.-H. Chong, T. C. W. Mak, Chem. Commun. 2009, 6822 - 6824
3. S. Nagendran, S. S. Sen, H. W. Roesky, D. Koley, H. Grubmüller, A. Pal, R. Herbst-Irmer, Organometallics 2008, 27, 5459 - 5463
4. S. S. Sen, A. Jana, H. W. Roesky, C. Schulzke, Angew. Chem. 2009, 121, 8688 - 8690
5. Angew. Chem. Int. Ed. 2009, 48, 8536 - 8538
6. Y. Wang, Y. Xie, P. Wei, R. B. King, H. F. Schaefer III, P. von R. Schleyer, G. H. Robinson, Science 2008, 321, 1069 - 1071
7. R. C. Fischer, L. Pu, J. C. Fettinger, M. A. Brynda, P. P. Power, J. Am. Chem. Soc. 2006, 128, 11366 - 11367
8. R. Jambor, B. Kašná, K. N. Kirschner, M. Schürmann, K. Jurkschat, Angew. Chem. 2008, 120, 1674 - 1677
9. Angew. Chem. Int. Ed. 2008, 47, 1650 - 1653
10. L. Pu, B. Twamley, P. P. Power, J. Am. Chem. Soc. 2000, 122, 3524 - 3525
11. W. Wang, S. Inoue, S. Yao, M. Driess, Chem. Commun. 2009, 2661 - 2663.
12. H.-X. Yeong, K.-C. Lau, H.-W. Xi, K. H. Lim, C.-W. So, Inorg. Chem. 2010, 49, 371 - 373.
13. S. S. Sen, G. Tavćar, H. W. Roesky, D. Kratzert, J. Hey, D. Stalke, Organometallics 2010, 29, 2343 - 2347.
14. J. S. Han, T. Sasamori, Y. Mizuhata, N. Tokitoh, J. Am. Chem. Soc. 2010, 132, 2546 - 2547.
15. C. Cui, M. M. Olmstead, J. C. Fettinger, G. H. Spikes, P. P. Power, J. Am. Chem. Soc. 2005, 127, 17530 - 17541.
16. C.-W. So, H. W. Roesky, P. M. Gurubasavaraj, R. B. Oswald, M. T. Gamer, P. G. Jones, S. Blaurock, J. Am. Chem. Soc. 2007, 129, 12049 - 12054.
17. C.-W. So, H. W. Roesky, J. Magull, R. B. Oswald, Angew. Chem. 2006, 118, 4052 - 4054
18. Angew. Chem. Int. Ed. 2006, 45, 3948 - 3950.
19. P. Jutzi, K. Leszczyńska, B. Neumann, W. W. Schoeller, H.-G. Stammler, Angew. Chem. 2009, 121, 2634 - 2637
20. Angew. Chem. Int. Ed. 2009, 48, 2596 - 2599.
21. H. Sakurai, K. Ebata, K. Sakamoto, Y. Nakadaira, C. Kabuto, Chem. Lett. 1988, 965 - 968.
22. C. Cui, M. M. Olmstead, P. P. Power, J. Am. Chem. Soc. 2004, 126, 5062 - 5063.
23. C. Cui, M. Brynda, M. M. Olmstead, P. P. Power, J. Am. Chem. Soc. 2004, 126, 6510 - 6511.
24. Y. Kabe, K. Ohkubo, H. Ishikawa, W. Ando, J. Am. Chem. Soc. 2000, 122, 3775 - 3776.
25. K. Wakita, N. Tokitoh, R. Okazaki, S. Nagase, Angew. Chem. 2000, 112, 648 - 650
26. Angew. Chem. Int. Ed. 2000, 39, 634 - 636
27. K. Wakita, N. Tokitoh, R. Okazaki, N. Takagi, S. Nagase, J. Am. Chem. Soc. 2000, 122, 5648 - 5649.
28. R. Kinjo, M. Ichinohe, A. Sekiguchi, N. Takagi, M. Sumimoto, S. Nagase, J. Am. Chem. Soc. 2007, 129, 7766 - 7767.
29. G. Maier, K. Schöttler, H. P. Reisenauer, Tetrahedron Lett. 1985, 26, 4079 - 4082.
30. N. Wiberg, G. Wagner, G. Müller, Angew. Chem. 1985, 97, 220 - 222
31. Angew. Chem. Int. Ed. Engl. 1985, 24, 229 - 230.
32. D. Feller, J. Chem. Phys. 1990, 93, 579 - 589
33. P. Hohenberg, W. Kohn, Phys. Rev. 1964, 136, B 864 -B 871.
34. A. D. Becke, J. Chem. Phys. 1993, 98, 5648 - 5652
35. C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785 - 789.
36. Gaussian03, Revision B.05, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, Montgomery Jr. J.A., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian, Inc., Wallingford CT, 2004.
37. 2, see:, J. B. Foresman, A. Frisch, in Exploring Chemistry with Electronic Structure Methods, 2 nd ed., Gaussian Inc., Chapter5, p. 150.
38. P. von R. Schleyer, M. Manoharan, Z.-X. Wang, B. Kiran, H. Jiao, R. Puchta, N. J. R. vonEikemaHommes, Org. Lett. 2001, 3, 2465 - 2468
39. P. von R. Schleyer, C. Maerker, A. Dransfeld, H. Jiao, N. J. R. vonEikemaHommes, J. Am. Chem. Soc. 1996, 118, 6317 - 6318.
40. F. Weinhold, C. R. Landis, in Valency and Bonding: A Natural Bond Orbital DonorAcceptor Perspective, Vol.3, Cambridge University Press, New York, 2005, pp. 215 - 275.
41. SHELXL-97, G.M. Sheldrick, Universität Göttingen (Germany), 1997.
42. Note: The structure of 3 was recently published:, S. S. Sen, H. W. Roesky, K. Meindl, D. Stern, J. Henn, A. C. Stückl, D. Stalke, Chem. Commun. 2010, 5873 - 5875.