Novel fluorescent fluorine-boron complexes: Synthesis, crystal structure, photoluminescence, and electrochemistry properties

Journal of Organic Chemistry

Volumn 73, Issue 4, 2008, Pages 1571-1574

  Zhou, Ying ^a   Xiao, Yi ^a   Li, Dan ^a   Fu, Meiyan ^a,b   Qian, Xuhong ^c  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^c EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; CRYSTAL STRUCTURE; ELECTROCHEMICAL PROPERTIES; FLUORESCENCE; PHOTOLUMINESCENCE; SYNTHESIS (CHEMICAL);

ELECTRON TRANSPORT MATERIALS; FLUORINE BORON COMPLEXES; MOLECULAR PACKING;

FLUORINE COMPOUNDS;

BORON; FLUORINE;

ARTICLE; CRYSTAL STRUCTURE; DEVICE; ELECTROCHEMISTRY; ELECTRON TRANSPORT; PHOTOLUMINESCENCE; SYNTHESIS;

BORON; CRYSTALLOGRAPHY, X-RAY; ELECTROCHEMISTRY; FLUORESCENCE; FLUORINE; LUMINESCENCE; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 39349105765     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo702265x     Document Type: Article

References (29)

1. (a) Coskun, A.; Akkaya, E. U. J. Am. Chem. Soc. 2005, 127, 10464-10465.
2. (b) Bricks, J. L.; Kovalchuk, A.; Trieflinger, C.; Nofz, M.; Buschel, M.; Tolmachev, A. I.; Daub, J.; Rurack, K. J. Am. Chem. Soc. 2005, 127, 13522-13529.
3. (c) Yamada, K.; Nomura, Y.; Citterio, D.; Iwasawa, N.; Suzuki, K. J. Am. Chem. Soc. 2005, 127, 6956-6957.
4. (d) Coskun, A.; Akkaya, E. U. J. Am. Chem. Soc. 2006, 128, 14474-14475.
5. (e) Camerel, F.; Bonardi, L.; Schmutz, M.; Ziessel, R. J. Am. Chem. Soc. 2006, 128, 4548-4549.
6. (f) Coskun, A.; Yilmaz, M. D.; Akkaya, E. U. Org. Lett. 2007, 9, 607-609.
7. (a) Liu, D.; Mudadu, M.; Thummel, R.; Tao, Y.; Wang, S. Adv. Funct. Mater. 2005, 15, 143-154.
8. (b) Li, Y.; Liu, Y.; Guo, J.; Wang, Y. Chem. Commun. 2000, 1551-1552.
9. (c) Dost, Z.; Atilgan, S.; Akkaya, E. U. Tetrahedron 2006, 62, 8484-8488.
10. Domercq, B.; Grasso, C.; Maldonado, J.-L.; Halik, M.; Barlow, S.; Marder, S. R.; Kippelen, B. J. Phys. Chem. B 2004, 108, 8647-8651.
11. Sun, Y.; Rohde, D.; Liu, Y.; Wan, L.; Wang, Y.; Wu, W.; Di, C.; Yu, G.; Zhu, D. J. Mater. Chem. 2006, 16, 4499-4503.
12. (a) Cornil, J.; Beljonne, D.; Calbert, J. P.; Bredas, J. L. Adv. Mater. 2001, 13, 1053-1067.
13. (b) Schön, J. H.; Berg, S.; Kloc, C.; Batlogg, B. Science 2000, 287, 1022-1023.
14. (a) Camerel, F.; Bonardi, L.; Ulrich, G.; Charbonniere, L.; Donnio, B.; Bourgogne, C.; Guillon, D.; Retailleau, P.; Ziessel, R. Chem. Mater. 2006, 18, 5009-5021.
15. (b) Duniz, J. D. ChemBioChem 2004, 5, 614-621.
16. (c) Clarke, C. M.; Das, M. K.; Henecker, E.; Mariategui, J. F.; Niedunzu, K.; Niedenzu, P. M.; Nofh, H.; Warner, K. R. Inorg. Chem. 1987, 26, 2310-2317.
17. Planas, J. G.; Masalles, C.; Sillanpaal, R.; Kiveias, R.; Teixidor, F.; Vinas, C. CrystEngComm 2006, 8, 75-83.
18. (a) Bayon, R.; Coco, S.; Espinet, P. Chem. Eur. J. 2005, 11, 1079-1085.
19. (b) Dunita, J. D.; Schweizer, W. B. Chem. Eur. J. 2006, 12, 6804-6815.
20. (c) Kasai, K.; Fujita, M. Chem. Eur. J. 2007, 13, 3089-3105.
21. (a) Schwarzer, A.; Seichter, W.; Weber, E.; Stoeckli-Evans, H.; Losada, M.; Hulliger, J. CrystEngComm 2004, 6, 567-572.
22. (b) Choudhury, A. R.; Nagarajan, K.; Guru Row, T. N. Cryst. Eng. 2003, 6, 145-152.
23. (a) Yogo, T.; Urano, Y.; Ishitsuka, Y.; Maniwa, F.; Nagano, T. J. Am. Chem. Soc. 2005, 127, 12162-12163.
24. (b) Oleynik, P.; Ishihara, Y.; Cosa, G. J. Am. Chem. Soc. 2007, 129, 1842-1843.
25. Burrows, P. E.; Shen, Z.; Bulovic, V.; McCarty, D. M.; Forrest, S. R.; Cronin, J. A.; Thompson, M. E. J. Appl. Phys. 1996, 79, 7991-8006.
26. Frisch, M. J.; Tracks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I. R.; Martin, L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision B.05; Gaussian, Inc.: Pittsburgh, PA, 2003.
27. Bergstrom, F.; Mikhalyoy, I.; Hagglof, P.; Wortmann, R.; Ny, T.; Johansson, L. J. Am. Chem. Soc. 2002, 124, 196-204.
28. Cui, Y.; Liu, Q.; Bai, D.; Jia, W.; Tao, Y.; Wang, S. Inorg. Chem. 2005, 44, 601-609.
29. Peng, X.; Song, F.; Lu, E.; Wang, Y.; Zhou, W.; Fan, J.; Gao, Y. J. Am. Chem. Soc. 2005, 127, 4170-4171.