Preparation of 4,4-Diaryl-2-(tricyanoethenyl)dithienosiloles and Vapor-Chromic Behavior of the Film

Organic Letters

Volumn 4, Issue 11, 2002, Pages 1891-1894

  Ohshita, Joji ^a   Lee, Kwang Hoi ^b   Hashimoto, Mimi ^b   Kunugi, Yoshihito ^b   Harima, Yutaka ^b   Yamashita, Kazuo ^b   Kunai, Atsutaka ^b  

^a KYUSHU UNIVERSITY   (Japan)

^b HIROSHIMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0141491476     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025889y     Document Type: Article

References (22)

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7. For recent works, see: (a) Uchida, M.; Izumizawa, T.; Nakano, T.; Yamaguchi, S.; Tamao, K. Chem. Mater. 2001, 13, 2680. (b) Luo, J.; Xie, Z.; Lam, W. Y.; Cheng, L.; Chen, H.: Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 1740. (c) Yamaguchi, S.; Endo, T.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Tamao, K. Chem. Lett. 2001, 98. (d) Tamao, K.; Yamaguchi, S. J. Organomet. Chem. 2000, 611, 5. (e) Adachi, A.; Yasuda, H.; Sanji, T.; Sakurai, H.; Okita, K. J. Luminescence 2000, 87-9, 1174. (f) Lee, Y.; Sadki, S.; Tsuie, B.; Reynolds, J. R. Chem. Mater. 2001, 13, 2234.
8. For recent works, see: (a) Uchida, M.; Izumizawa, T.; Nakano, T.; Yamaguchi, S.; Tamao, K. Chem. Mater. 2001, 13, 2680. (b) Luo, J.; Xie, Z.; Lam, W. Y.; Cheng, L.; Chen, H.: Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 1740. (c) Yamaguchi, S.; Endo, T.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Tamao, K. Chem. Lett. 2001, 98. (d) Tamao, K.; Yamaguchi, S. J. Organomet. Chem. 2000, 611, 5. (e) Adachi, A.; Yasuda, H.; Sanji, T.; Sakurai, H.; Okita, K. J. Luminescence 2000, 87-9, 1174. (f) Lee, Y.; Sadki, S.; Tsuie, B.; Reynolds, J. R. Chem. Mater. 2001, 13, 2234.
9. For recent works, see: (a) Uchida, M.; Izumizawa, T.; Nakano, T.; Yamaguchi, S.; Tamao, K. Chem. Mater. 2001, 13, 2680. (b) Luo, J.; Xie, Z.; Lam, W. Y.; Cheng, L.; Chen, H.: Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 1740. (c) Yamaguchi, S.; Endo, T.; Uchida, M.; Izumizawa, T.; Furukawa, K.; Tamao, K. Chem. Lett. 2001, 98. (d) Tamao, K.; Yamaguchi, S. J. Organomet. Chem. 2000, 611, 5. (e) Adachi, A.; Yasuda, H.; Sanji, T.; Sakurai, H.; Okita, K. J. Luminescence 2000, 87-9, 1174. (f) Lee, Y.; Sadki, S.; Tsuie, B.; Reynolds, J. R. Chem. Mater. 2001, 13, 2234.
10. (a) Ohshita, J.; Nodono, M.; Watanabe, T.; Ueno, Y.; Kunai, A.; Harima, Y.; Yamashita, K.; Ishikawa, M. J. Organomet. Chem. 1998, 553, 487.
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13. (d) Adachi, A.; Ohshita, J.; Kunai, A.; Okita, K. Jpn. J. Appl. Phys. 1999, 38, 2148.
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16. Synthesis of compounds having a tricyanoethenylthiophene unit and their utilities such as for nonlinear optical materials have been studied. For example, see: (a) Rao, V. P.; Jen, A. K-Y.; Wong, K. Y.; Drost, K. J. J. Chem. Soc., Chem. Commun. 1993, 1118. (b) de Lucas, A. I.; Martin, N.; de Miguel, P.; Seoane, C.; Albert, A.; Cano, F. H. J. Mater. Chem. 1995, 5, 1141. (c) Bu, X. R.; Li, H.; Van Derveer, D.; Mintz, E. A. Tetrahedron Lett. 1996, 37, 7331. (d) Eckert, K.; Schroder, A.; Hartmann, H. Eur. J. Org. Chem. 2000, 1327. (e) Lee, J. S.; Kim, K. J. Heterocycl. Chem. 2000, 37, 363.
17. Synthesis of compounds having a tricyanoethenylthiophene unit and their utilities such as for nonlinear optical materials have been studied. For example, see: (a) Rao, V. P.; Jen, A. K-Y.; Wong, K. Y.; Drost, K. J. J. Chem. Soc., Chem. Commun. 1993, 1118. (b) de Lucas, A. I.; Martin, N.; de Miguel, P.; Seoane, C.; Albert, A.; Cano, F. H. J. Mater. Chem. 1995, 5, 1141. (c) Bu, X. R.; Li, H.; Van Derveer, D.; Mintz, E. A. Tetrahedron Lett. 1996, 37, 7331. (d) Eckert, K.; Schroder, A.; Hartmann, H. Eur. J. Org. Chem. 2000, 1327. (e) Lee, J. S.; Kim, K. J. Heterocycl. Chem. 2000, 37, 363.
18. Synthesis of compounds having a tricyanoethenylthiophene unit and their utilities such as for nonlinear optical materials have been studied. For example, see: (a) Rao, V. P.; Jen, A. K-Y.; Wong, K. Y.; Drost, K. J. J. Chem. Soc., Chem. Commun. 1993, 1118. (b) de Lucas, A. I.; Martin, N.; de Miguel, P.; Seoane, C.; Albert, A.; Cano, F. H. J. Mater. Chem. 1995, 5, 1141. (c) Bu, X. R.; Li, H.; Van Derveer, D.; Mintz, E. A. Tetrahedron Lett. 1996, 37, 7331. (d) Eckert, K.; Schroder, A.; Hartmann, H. Eur. J. Org. Chem. 2000, 1327. (e) Lee, J. S.; Kim, K. J. Heterocycl. Chem. 2000, 37, 363.
19. Synthesis of compounds having a tricyanoethenylthiophene unit and their utilities such as for nonlinear optical materials have been studied. For example, see: (a) Rao, V. P.; Jen, A. K-Y.; Wong, K. Y.; Drost, K. J. J. Chem. Soc., Chem. Commun. 1993, 1118. (b) de Lucas, A. I.; Martin, N.; de Miguel, P.; Seoane, C.; Albert, A.; Cano, F. H. J. Mater. Chem. 1995, 5, 1141. (c) Bu, X. R.; Li, H.; Van Derveer, D.; Mintz, E. A. Tetrahedron Lett. 1996, 37, 7331. (d) Eckert, K.; Schroder, A.; Hartmann, H. Eur. J. Org. Chem. 2000, 1327. (e) Lee, J. S.; Kim, K. J. Heterocycl. Chem. 2000, 37, 363.
20. Synthesis of compounds having a tricyanoethenylthiophene unit and their utilities such as for nonlinear optical materials have been studied. For example, see: (a) Rao, V. P.; Jen, A. K-Y.; Wong, K. Y.; Drost, K. J. J. Chem. Soc., Chem. Commun. 1993, 1118. (b) de Lucas, A. I.; Martin, N.; de Miguel, P.; Seoane, C.; Albert, A.; Cano, F. H. J. Mater. Chem. 1995, 5, 1141. (c) Bu, X. R.; Li, H.; Van Derveer, D.; Mintz, E. A. Tetrahedron Lett. 1996, 37, 7331. (d) Eckert, K.; Schroder, A.; Hartmann, H. Eur. J. Org. Chem. 2000, 1327. (e) Lee, J. S.; Kim, K. J. Heterocycl. Chem. 2000, 37, 363.
21. Gaussian 98, revision A.9; Gaussian, Inc.: Pittsburgh, PA.
22. For recent synthesis of bithiophene-based donor-acceptor type chromophores, see: Hartmann, H.; Eckert, K.; Schröder, A. Angew. Chem., Int. Ed. 2000, 39, 556.