2,3,4,5-Tetrafunctionalized siloles: Syntheses, structures, luminescence, and electroluminescence

Organometallics

Volumn 23, Issue 26, 2004, Pages 6205-6213

  Lee, Junghyun ^a   Liu, Qin De ^a   Bai, Dong Ren ^a   Kang, Youngjin ^b   Tao, Ye ^c   Wang, Suning ^a  

^a QUEEN S UNIVERSITY   (Canada)

^b Kangwon National University   (South Korea)

^c NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROLUMINESCENCE; ELECTRONS; LIGHT EMITTING DIODES; LITHIUM; MOLECULAR DYNAMICS; PRESSURE EFFECTS; SILICON; SINGLE CRYSTALS; THERMAL EFFECTS; X RAY DIFFRACTION ANALYSIS;

EMITTING MATERIALS; ETHYL ACETATE; LUMINESCENT PROPERTIES; SILOLE COMPOUNDS;

SYNTHESIS (CHEMICAL);

EID: 11044229009     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0494216     Document Type: Article

References (50)

1. (a) Braye, E. H.; Hübel, W. Chem. Ind. (London) 1959, 1250.
2. (b) Braye, E. H.; Hübel, W.; Caplier, I. J. Am. Chem. Soc. 1981, 83, 4406.
3. (a) Dubac, J.; Laporterie, A.; Manuel, G. Chem. Rev. 1990, 90, 215, and references therin.
4. (b) Choi, S. B.; Boudjouk, P.; Wei, P. J. Am. Chem. Soc. 1998, 120, 6814.
5. (c) Liu, Y.; Ballweg, D.; West, R. Organometallics 2001, 20, 5769.
6. (d) Liu, T.; Ballweg, D.; Müller, T.; Guzei, I. A.; Clark, R. W.; West, R. J. Am. Chem. Soc. 2002, 124, 12174.
7. (e) Toulokhonova, I. S.; Stringfellow, T. S.; Ivanov, S. A.; Masunov, A.; West, R. J. Am. Chem. Soc. 2003, 125, 6767.
8. (a) Colomer, E.; Corriu, R. J. P.; Lheureux, M. Chem. Rev. 1990, 90, 265, and references therein
9. (b) Dysard, J. M.; Tilley, T. D. J. Am. Chem. Soc. 1998, 120, 8246.
10. (c) Dysard, J. M.; Tilley, T. D. J. Am. Chem. Soc. 2000, 122, 3097.
11. (a) Khabashesku, V. N.; Balaji, V.; Boganov, S. E.; Nefedov, O. M.; Michl, J. J. Am. Chem. Soc. 1994, 116, 320.
12. (b) Tamao, K.; Yamaguchi, S.; Ito, Y.; Matsuzaki, Y.; Yamabe, T.; Fukushima, M. Macromolecules 1995, 26, 8668.
13. (c) Tamao, K.; Ohno, S.; Yamaguchi, S. Chem. Commun. 1996, 1873.
14. (d) Chan, L. H.; Lee, R. H.; Hsieh, C. F.; Yeh, H. C.; Chen, C. T. J. Am. Chem. Soc. 2001, 124, 6469.
15. (e) Chan, L. H.; Yeh, H. C.; Chen, C. T. Adv. Mater. 2001, 13, 1637.
16. (a) Tamao, K.; Uchida, M.; Izumizawa, T.; Fukukawa, K.; Yamaguchi, S. J. Am. Chem. Soc. 1996, 118, 11974.
17. (b) Uchida, M.; Izumizawa, T.; Nakano, T.; Yamaguchi, S.; Tamao, K.; Furukawa, K. Chem. Mater. 2001, 13, 2680.
18. (c) Murata, H.; Kafafi, Z. H.; Uchida, M. Appl. Phys. Lett. 2002, 80, 189.
19. (a) Tang, B. Z.; Zhan, X.; Yu, G.; Lee, P. P. S.; Liu, Y.; Zhu, D. J. Mater. Chem. 2001, 11, 2974.
20. (b) Luo, J.; Xie, Z.; Lam, J. W. Y.; Cheng, L.; Chen, H.; Qiu, C.; Kwok, H. S.; Zhan, X.; Lin, Y.; Zhu, O.; Tang, B. Z. Chem. Commun. 2001, 1740.
21. (c) Chen, H. Y.; Lam, W. Y.; Luo, J. D.; Ho, T. L.; Tang, B. Z.; Zhn, D. B.; Wong, M.; Kwok, H. S. Appl. Phys. Lett. 2002, 81, 574.
22. (d) Chen, J.; Law, C. C. W.; Lam, J. W. Y.; Dong, Y.; Lo, S. M. F.; Williams, I. D.; Zhu, D.; Tang, B. Z. Chem. Mater. 2003, 15, 1535.
23. (a) Ohshita, J.; Nodono, M.; Kai, H.; Watanabe, T.; Kunai, A.; Komaguchi, K.; Shiotani, M.; Adachi, A.; Okita, K.; Harima, Y.; Yamashita, K.; Ishikawa, M. Orgaaometallics 1999, 18, 1453.
24. (b) Ohshita, J.; Kai, H.; Takada, A.; Iida, T.; Kunai, A.; Ohta, N.; Komaguchi, K.; Shiotani, M.; Adachi, A.; Sakamaki, K.; Okita, K. Organometallics 2001, 20, 4800.
25. (c) Ohshita, J.; Kai, H.; Sumida, T.; Kunai, A.; Adachi, A.; Sakamaki, K.; Okita, K. J. Organomet. Chem. 2002, 642, 137.
26. Murata, H.; Malliara, G. G.; Uchida, M.; Shen, Y.; Kafafi, Z. H. Chem. Phys. Lett. 2001, 339, 161.
27. (a) Tamao, K.; Yamaguchi, S.; Shiro, M. J. Am. Chem. Soc. 1994, 116, 11715.
28. (b) Yamaguchi, S.; Endo, T.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Tamao, K. Chem. Sur. J. 2000, 1683.
29. (c) Yamaguchi, S.; Goto, T.; Tamao, K. Angew. Chem., Int. Ed. 2000, 39, 1695.
30. (d) Murata, H.; Kafafi, Z. H.; Uchida, H. Appl. Phys. Lett. 2002, 80, 189.
31. Lee, J.; Liu, Q.-D.; Motala, H.; Dane, J.; Gao, J.; Kang, Y.; Wang. S. Chem. Mater. 2004, 16, 1689.
32. (a) Brunet, J. C.; Lemahieu, C. J. Organomet. Chem. 1973, 49, 381.
33. (b) Matsuo, M.; Sato, T.; Sugiura, H. Jpn. Kokai Tokko Koho 2003, 9.
34. (a) Seward, C.; Pang, J.; Wang, S. Eur. J. Inorg. Chem. 2002, 1390.
35. (b) Pang, J.; Marcotte, E. J.-P.; Seward, C.; Brown, R. S.; Wang, S. Angew. Chem., Int. Ed. 2001, 40, 4042.
36. (c) Kang, Y.; Seward, C.; Song, D.; Wang, S. Inorg. Chem. 2003, 42, 2789.
37. Kang, Y.; Wang, S. Tetrahedron Lett. 2002, 43, 3711.
38. SHELXTL NT Crystal Structure Analysis Package, Version 5.10; Bruker AXS, Analytical X-ray System: Madison, WI, 1999.
39. Cromer, D. T.; Waber, J. T. International Tables for X-ray Cryttallography; Kynoch Prees: Birmingham, AL, 1974; Vol. 4, Table 2.2A.
40. Murov, S. L.; Carmichael, I.; Hug, G. L. Handbook of Photochemistry, 2nd ed.; Marcel Dukker: New York, 1993.
41. Domas, N. J., Crosby, G. A. J. Am. Chem. Soc. 1970, 29, 7262.
42. (a) Yanmaguchi, S.; Jin, R.-Z.; Tamao, K. Organometallics 1997, 16, 2230.
43. (b) Wong, W. Y.; Wong. C. K.; Lu, G. L.; Lee, A. W. M.; Cheah, K. W.; Shi, J. X. Macromolecules 2003, 36, 983.
44. Yamaguchi, S.; Itami, Y.; Tamao, K. Organomttallics 1998, 17, 4910.
45. Baxter, P. N. W. J. Org. Chem. 2000, 65, 1267, and references therein.
46. (a) Liu, S.-F.; Wu, Q.; Schmider, H. L.; Aziz, H.; Hu, N.-X.; Popovic, Z.; Wang, S. J. Am. Chem. Sac. 2000, 122, 3671.
47. (b) Liu, Q. D.; Mudadu, M. S.; Schmider, H.; Thummel, R.; Tao, Y.; Wang, S. Organometallics 2002, 21, 4743.
48. Tsutsui, T. Mater. Res. Soc. Bull. 1997, 22, 39, and references therein.
49. (a) Tang, C. W.; Van Slyke, S. A. Appl. Phys. Lett. 1887, 51, 913.
50. (b) Tang, C. W.; Van Slyke, S. A.; Chen, C. H. J. Appl. Phys. 1989, 65, 3611.