Benzo[1,2,5]selenadiazole bridged amines: Electro-optical properties

Tetrahedron Letters

Volumn 46, Issue 44, 2005, Pages 7647-7651

  Velusamy, Marappan ^a   Thomas, K R Justin ^a   Lin, Jiann T ^a   Wen, Yuh S ^a  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

Amines; Benzoselenadiazole; Donor acceptor compounds; Electro optics; Photophysical properties

Indexed keywords

AMINE; BRIDGED COMPOUND; PALLADIUM; PYRROLE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ELECTROCHEMISTRY; OPTICAL ROTATION; STILLE REACTION; SUZUKI REACTION; SYNTHESIS;

EID: 26444591059     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.08.166     Document Type: Article

References (38)

1. F.M. Raymo, and M. Tomasulo Chem. Soc. Rev. 34 2005 327 336
2. H. Meier Angew. Chem., Int. Ed. 44 2005 2482 2506
3. K.R.J. Thomas, M. Velusamy, J.T. Lin, C.-H. Chuen, and Y.-T. Tao Chem. Mater. 17 2005 1860 1866
4. K.R.J. Thomas, J.T. Lin, C.-H. Chuen, and Y.-T. Tao Chem. Mater. 16 2004 5437 5444
5. K. Hara, T. Sato, R. Katoh, A. Furube, T. Yoshihara, M. Murai, M. Kurashige, S. Ito, A. Shinpo, S. Suga, and H. Arakawa Adv. Funct. Mater. 15 2005 246 252
6. S. Sun, Z. Fan, Y. Wang, and J. Halburton J. Mater. Sci. 40 2005 1429 1443
7. D. Gebeyehu, B. Maennig, J. Drechsel, K. Leo, and M. Pfeiffer Sol. Energy Mater. Sol. Cells 79 2003 81 92
8. Y. Sun, Y. Liu, and D. Zhu J. Mater. Chem. 15 2005 53 65
9. T. Michinobu, J.C. May, J.H. Lim, C. Boudon, J.P. Gisselbrecht, P. Seiler, M. Gross, I. Biaggio, and F. Diederich Chem. Commun. 2005 737 739
10. R. Andreu, J. Garín, J. Orduna, R. Alcala, and B. Villacampa Org. Lett. 5 2003 3143 3146
11. Y. Kunugi, K. Takimiya, Y. Toyoshima, K. Yamashita, Y. Aso, and T. Otsubo J. Mater. Chem. 14 2004 1367 1369
12. K. Takimiya, Y. Kunugi, Y. Konda, N. Niihara, and T. Otsubo J. Am. Chem. Soc. 126 2004 5084 5085
13. Y. Nishiyama, Y. Hada, M. Anjiki, K. Miyake, S. Hanita, and N. Sonoda J. Org. Chem. 67 2002 1520 1525
14. E. Aqad, M.V. Lakshmikantham, M.P. Cava, G.A. Broker, and R.D. Rogers Org. Lett. 5 2003 2519 2521
15. Y. Kunugi, K. Takimiya, K. Yamane, K. Yamashita, Y. Aso, and T. Otsubo Chem. Mater. 15 2003 6 7
16. P. Arsenyan, O. Pudova, and E. Lukevics Tetrahedron Lett. 43 2002 4817 4819
17. M. Al-Smadi, and S. Ratrout Molecules 9 2004 957 967
18. C.M. Cillo, and T.D. Lash J. Heterocycl. Chem. 41 2004 955 962
19. J. Yang, C. Jiang, Y. Zhang, R. Yang, W. Yang, Q. Hou, and Y. Cao Macromolecules 37 2004 1211 1218
20. Y. Yamashita, K. Ono, M. Tomura, and S. Tanaka Tetrahedron 53 1997 10169 10178
21. T. Suzuki, T. Okubo, A. Okada, Y. Yamashita, and T. Miyashi Heterocycles 35 1993 395 406
22. T. Suzuki, H. Fujii, Y. Yamashita, C. Kabuto, S. Tanaka, M. Harasawa, T. Mukai, and T. Miyashi J. Am. Chem. Soc. 114 1992 3034 3043
23. T. Suzuki, C. Kabuto, Y. Yamashita, G. Saito, T. Mukai, and T. Miyashi Chem. Lett. 1987 2285 2288
24. J.M. Vernon, M.R. Bryce, and T.A. Dransfield Tetrahedron 39 1983 835 837
25. S. Kato, T. Matsumoto, T. Ishi-i, T. Thiemann, M. Shigeiwa, H. Gorohmaru, S. Maeda, Y. Yamashita, and S. Mataka Chem. Commun. 2004 2342 2343
26. X. Zhang, H. Gorohmaru, M. Kadowaki, T. Kobayashi, T. Ishi-i, T. Thiemann, and S. Mataka J. Mater. Chem. 14 2004 1901 1904
27. K.R.J. Thomas, M. Velusamy, J.T. Lin, S.-S. Sun, Y.-T. Tao, and C.-H. Chuen Chem. Commun. 2004 2328 2329
28. K.R.J. Thomas, J.T. Lin, M. Velusamy, Y.-T. Tao, and C.-H. Chuen Adv. Funct. Mater. 14 2004 83 90
29. M. Velusamy, K.R.J. Thomas, J.T. Lin, Y.C. Hsu, and K.C. Ho Org. Lett. 7 2005 1899 1902
30. Md. Akhtaruzzaman, N. Kamata, J. Nishida, S. Ando, H. Tada, M. Tomura, and Y. Yamashita Chem. Commun. 2005 3183 3185
31. R. Yang, R. Tian, J. Yan, Y. Zhang, J. Yang, Q. Hou, W. Yang, C. Zhang, and Y. Cao Macromolecules 38 2005 244 253
32. R. Yang, R. Tian, Q. Hou, W. Yang, and Y. Cao Macromolecules 36 2003 7453 7460
33. C. Shi, Y. Wu, W. Zeng, Y. Xie, K. Yang, and Y. Cao Macromol. Chem. Phys. 206 2005 1114 1125
34. 3 (12 mg, 0.06 mmol), and toluene (25 mL) was heated to 80°C under nitrogen atmosphere and stirred for 8 h. After it cooled, the solution was poured into water and extracted with diethyl ether. The crude product obtained by evaporation of the volatiles was purified by column chromatography
35. 2. Programs: Bruker X8APEX was used for data collection and cell refinement, Bruker SAINT was used for data processing, SHELXS-97 was used for structure determination, SHELXL-97 was used for refinements, Ortep-3 for molecular graphics. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 277591 and CCDC 277620. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0)-1233-336033 or e-mail: deposit@ccdc.cam.ac.uk ].
36. J.M. Raimundo, P. Blanchard, H. Brisset, S. Acoudad, and J. Roncali Chem. Commun. 2000 939
37. Y. Shirota J. Mater. Chem. 10 2000 1
38. J.C. Ostrowski, K. Susumu, M.R. Robinson, M.J. Therien, and G.C. Bazan Adv. Mater. 15 2005 1296 1300