A π-conjugated system with flexibility and rigidity that shows environment-dependent RGB luminescence

Journal of the American Chemical Society

Volumn 135, Issue 24, 2013, Pages 8842-8845

  Yuan, Chunxue ^a   Saito, Shohei ^a,b   Camacho, Cristopher ^a   Irle, Stephan ^a   Hisaki, Ichiro ^c   Yamaguchi, Shigehiro ^a  

^a NAGOYA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONAL CHANGE; CONJUGATED SYSTEMS; CRYSTALLINE STATE; DUAL FLUORESCENCE; EXCIMER-LIKE EMISSION; MOLECULAR SYSTEMS; V-SHAPED MOLECULES; V-SHAPED STRUCTURE;

CRYSTALLINE MATERIALS; FLEXIBLE WINGS; ORGANIC POLYMERS;

RIGID WINGS;

ARTICLE; CHEMICAL STRUCTURE; COLOR; CONFORMATIONAL TRANSITION; CONJUGATION; CRYSTAL; FLUORESCENCE; LUMINESCENCE; RIGIDITY; SYNTHESIS;

CRYSTALLIZATION; LUMINESCENT AGENTS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; POLYMERS; SOLUTIONS;

EID: 84879390468     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja404198h     Document Type: Article

References (35)

1. Beaujuge, P. M.; Fréchet, J. M. J. Am. Chem. Soc. 2011, 133, 20009
2. Mishra, A.; Bäuerle, P. Angew. Chem., Int. Ed. 2012, 51, 2020
3. Perepichka, I. F.; Perepichka, D. F. Handbook of Thiophene-Based Materials; v Wiley-VCH: Weinheim, 2009.
4. Anet, F. A. L. J. Am. Chem. Soc. 1962, 84, 671
5. Nishinaga, T.; Ohmae, T.; Iyoda, M. Symmetry 2010, 2, 76
6. Seiders, T. J.; Baldridge, K. K.; Grube, G. H.; Siegel, J. S. J. Am. Chem. Soc. 2001, 123, 517
7. Wu, Y.-T.; Siegel, J. S. Chem. Rev. 2006, 106, 4843
8. Sakurai, H.; Daiko, T.; Hirao, T. Science 2003, 301, 1878
9. Amaya, T.; Sakane, H.; Muneishi, T.; Hirao, T. Chem. Commun. 2008, 765
10. Würthner, F. Pure Appl. Chem. 2006, 78, 2341
11. Stepień, M.; Sprutta, N.; Latso-Grazyński, L. Angew. Chem., Int. Ed. 2011, 50, 4288
12. Saito, S.; Osuka, A. Angew. Chem., Int. Ed. 2011, 50, 4342
13. Marsella, M. J.; Reid, R. J.; Estassi, S.; Wang, L.-S. J. Am. Chem. Soc. 2002, 124, 12507
14. Osswald, P.; Würthner, F. Chem.-Eur. J. 2007, 13, 7395
15. Saito, S.; Shin, J. Y.; Lim, J. M.; Kim, K. S.; Kim, D.; Osuka, A. Angew. Chem., Int. Ed. 2008, 47, 9657
16. Nishiuchi, T.; Kuwatani, Y.; Nishinaga, T.; Iyoda, M. Chem.-Eur. J. 2009, 15, 6838
17. Mouri, K.; Saito, S.; Yamaguchi, S. Angew. Chem., Int. Ed. 2012, 51, 5971
18. Nishiuchi, T.; Tanaka, K.; Kuwatani, Y.; Sung, J.; Nishinaga, T.; Kim, D.; Iyoda, M. Chem.-Eur. J. 2013, 19, 4110
19. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press: New York, 1999.
20. Hanson, J. C.; Nordman, C. E. Acta. Crystallogr., Sect. B 1976, B32, 1147
21. Amaya, T.; Seki, S.; Moriuchi, T.; Nakamoto, K.; Nakata, T.; Sakane, H.; Saeki, A.; Tagawa, S.; Hirao, T. J. Am. Chem. Soc. 2009, 131, 408
22. Rettig, W. Angew. Chem., Int. Ed. 1986, 25, 971
23. Grabowski, Z. R.; Rotkiewicz, K.; Rettig, W. Chem. Rev. 2003, 103, 3899
24. Yang, Y.; Lowry, M.; Schowalter, C. M.; Fakayode, S. O.; Escobedo, J. O.; Xu, X.; Zhang, H.; Jensen, T. J.; Fronczek, F. R.; Warner, I. M.; Strongin, R. M. J. Am. Chem. Soc. 2006, 128, 14081
25. Zhao, Y. S.; Fu, H.; Hu, F.; Peng, A. D.; Yao, J. Adv. Mater. 2007, 19, 3554
26. He, G.; Guo, D.; He, C.; Zhang, X.; Zhao, X.; Duan, C. Angew. Chem., Int. Ed. 2009, 48, 6132
27. Tong, H.; Hong, Y.; Dong, Y.; Ren, Y.; Häussler, M.; Lam, J. W. Y.; Wong, K. S.; Tang, B. Z. J. Phys. Chem. B 2007, 111, 2000
28. Zhao, Y.; Gao, H.; Fan, Y.; Zhou, T.; Su, Z.; Liu, Y.; Wang, Y. Adv. Mater. 2009, 21, 3165
29. Sagara, Y.; Kato, T. Angew. Chem., Int. Ed. 2011, 50, 9128
30. Dong, Y.; Xu, B.; Zhang, J.; Tan, X.; Wang, L.; Chen, J.; Lv, H.; Wen, S.; Li, B.; Ye, L.; Zou, B.; Tian, W. Angew. Chem., Int. Ed. 2012, 51, 10782
31. Frisch, M. J.; Gaussian 09, Revision C.01; Gaussian, Inc.: Wallingford, CT, 2010.
32. Lin, C.-H.; Lin, K.-H.; Pal, B.; Tsou, L.-D. Chem. Commun. 2009, 45, 803
33. Lin, Y.-C.; Lin, C.-H.; Chen, C.-Y.; Sun, S.-S.; Pal, B. Org. Biomol. Chem. 2011, 9, 4507
34. TURBOMOLE, ver. 6.3, 2012; a development of University of Karlsruhe and Forschungszentrum Karlsruhe GmbH, 1989-2007, TURBOMOLE GmbH, since 2007.
35. Hinoue, T.; Shigenoi, Y.; Sugino, M.; Mizobe, Y.; Hisaki, I.; Miyata, M.; Tohnai, N. Chem.-Eur. J. 2012, 18, 4634