Bis-Silicon-Bridged Stilbene Homologues Synthesized by New Intramolecular Reductive Double Cyclization

Journal of the American Chemical Society

Volumn 125, Issue 45, 2003, Pages 13662-13663

  Yamaguchi, Shigehiro ^a,b   Xu, Caihong ^b   Tamao, Kohei ^c  

^a NAGOYA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BRIDGED COMPOUND; SILICON; STILBENE;

ARTICLE; CYCLIZATION; ELECTRONICS; OPTICS; PHOTOCHEMISTRY; PHYSICAL CHEMISTRY; REDUCTION; SYNTHESIS;

EID: 0242659043     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038487+     Document Type: Article

References (28)

1. For recent reviews: (a) Martin, R. E.; Diederich, F. Angew. Chem., Int. Ed. 1998, 37, 402.
2. (b) Scherf, U. J. Mater. Chem. 1999, 9, 1853.
3. (c) Watson, M. D.; Fechtenkötter, A.; Müllen, K. Chem. Rev. 2001, 101, 1267.
4. (a) Zhang, Q. T.; Tour, J. M. J. Am. Chem. Soc. 1997, 119, 9624.
5. (b) Haryono, A.; Miyatake, K.; Natori, J.; Tsuchida, E. Macromolecules 1999, 32, 3146.
6. (c) Seayesh, S.; Marsitzky, D.; Müllen, K. Macromolecules 2000, 33, 2016.
7. (d) Xia, C.; Advincula, R. C. Macromolecules 2001, 34, 6922.
8. (e) Yamaguchi, S.; Swager, T. M. J. Am. Chem. Soc. 2001, 123, 12087.
9. (f) Oyaizu, K.; Mikami, T.; Mitsuhashi, F.; Tsuchida, E. Macromolecules 2002, 35, 67.
10. (g) Former, C.; Becker, S.; Grimsdale, C.; Müllen, K. Macromolecules 2002, 35, 1576.
11. Stampfl, J.; Granupner, W.; Leising, G.; Scherf, U. J. Lumin. 1995, 63, 117. Tasch, S.; Niko, A.; Leising, G.; Scherf, U. Appl. Phys. Lett. 1996, 68, 1090.
12. Stampfl, J.; Granupner, W.; Leising, G.; Scherf, U. J. Lumin. 1995, 63, 117. Tasch, S.; Niko, A.; Leising, G.; Scherf, U. Appl. Phys. Lett. 1996, 68, 1090.
13. (a) Bernius, M. T.; Inbasekaran, M.; O'Brien, J.; Wu, W. Adv. Mater. 2000, 12, 1737.
14. (b) Wu, C.-c.; Liu, T.-L.; Hung, W.-Y.; Lin, Y.-T.; Wong, K.-T.; Chen, R.-T.; Chen, Y.-M.; Chien, Y.-Y. J. Am. Chem. Soc. 2003, 125, 3710.
15. Babel, A.; Jenekhe, S. A. Adv. Mater. 2002, 14, 371.
16. Katz, H. E.; Bao, Z.; Gilat, S. L. Acc. Chem. Res. 2001, 34, 359.
17. (a) Zenz, C.; Graupner, W.; Tasch, S.; Leising, G.; Müllen, K.; Scherf, U. Appl. Phys. Lett. 1997, 71, 2566.
18. (b) Kallinger, C.; Hilmer, M.; Haugeneder, A.; Pemer, M.; Spirkl, W.; Lemmer, U.; Feldmann, J.; Scherf, U.; Müllen, K.; Gombert, A.; Wittwer, V. Adv. Mater. 1998, 10, 920.
19. Lemmer, U.; Heun, S.; Mahrt, R. F.; Scherf, U.; Hopmeier, M.; Siegner, U.; Göbel, E. O.; Müllen, K.; Bässler, H. Chem. Phys. Lett. 1995, 240, 373.
20. Hertel, D.; Scherf, U.; Bässler, H. Adv. Mater. 1998, 10, 1119.
21. (a) Saltiel, J.; Zafiriou, O. C.; Megarity, E. D.; Lamola, A. A. J. Am. Chem. Soc. 1968, 90, 4759.
22. (b) Saltiel, J.; Marinari, A.; Chang, D. W. L.; Mitchener, J. C.; Megarity, E. D. J. Am. Chem. Soc. 1979, 101, 2982.
23. (a) Yamaguchi S.; Tamao, K. Bull. Chem. Soc. Jpn. 1996, 69, 2327.
24. (b) Tamao, K.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Yamaguchi, S. J. Am. Chem. Soc. 1996, 118, 11974.
25. (c) Yamaguchi, S.; Endo, T.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Tamao, K. Chem.-Eur. J. 2000, 6, 1684.
26. Serby, M.; Ijadi-Maghsoodi, S.; Barton, T. J. 33rd Symposium on Organosilicon Chemistry; Saginaw, MI, 2000; PA-35.
27. Calculations at the HF/6-31G(d) level showed that the LUMO of 2a is about 0.1 eV lower than that of 4a.
28. Hellwinkel, D.; Hasselbach, H.-J.; Lämmerzahl, F. Angew. Chem., Int. Ed. Engl. 1984, 23, 705.