A highly emissive cruciform triarylborane as a ratiometric and solid state fluorescence sensor for fluoride ions

Tetrahedron Letters

Volumn 52, Issue 29, 2011, Pages 3832-3835

  Zhao, Yi Hong ^a   Pan, Hong ^a   Fu, Guang Liang ^a   Lin, Ji Mao ^a   Zhao, Cui Hua ^a  

^a SHANDONG UNIVERSITY   (China)

Author keywords

Cruciform triarylborane; Fluoride sensing; Highly emissive; Ratiometric; Solid state

Indexed keywords

2',5' BIS[[(4 DIMESITYLBORYL)PHENYL]ETHYNYL] 1',4' BIS[(4 N,N DIPHENYLAMINO)PHENYL] [1,1':4',1']TERPHENYL; FLUORIDE ION; ORGANOBORON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CROSS LINKING; EMISSION TOMOGRAPHY; FLUORESCENCE SENSOR; SENSOR; SOLID STATE;

MACULINEA ARION;

EID: 79959216366     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.05.076     Document Type: Article

References (36)

1. (a) Rakita, P. E. J. Chem. Educ. 2004, 81, 677-680;
2. (b) KirK, K. L. Biochemistry of the Halogens and Inorganic Halides; Plenum Press: New York, 1991. p 58.
3. (a) Kleerekoper, M. Endocrinol. Metab. Clin. North Am. 1998, 27, 441-452;
4. (b) Briancon, D. Rev. Rheum. 1997, 64, 78-81;
5. (c) Kissa, E. Clin. Chem. 1987, 33, 253-255.
6. Dreisbuch, R. H. Handbook of Poisoning; Lange Medical Publishers: Los Altos, CA, 1980.
7. (a) Zhang, S.-W.; Swager, T. M. J. Am. Chem. Soc. 2003, 125, 3420-3421;
8. (b) Sohn, H.; Létant, S.; Sailor, M. J.; Trogler, W. C. J. Am. Chem. Soc. 2000, 122, 5399-5400.
9. (a) Chellappan, K.; Singh, N. J.; Hwang, I.-C.; Lee, J. W.; Kim, K. S. Angew. Chem., Int. Ed. 2005, 44, 2899-2903;
10. (b) Boiocchi, M.; Boca, L. D.; Gómez, D. E.; Fabbrizzi, L.; Licchelli, M.; Monzani, E. J. Am. Chem. Soc. 2004, 126, 16507-16514;
11. (c) Cho, E. J.; Moon, J. W.; Ko, S. W.; Lee, J. Y.; Kim, S. K.; Yoon, J.; Nam, K. C. J. Am. Chem. Soc. 2003, 125, 12376-12377;
12. (d) Beer, P. D.; Gale, P. A. Angew. Chem., Int. Ed. 2001, 40, 486-516;
13. (e) Miyaji, H.; Sato, W.; Sessler, J. L. Angew. Chem., Int. Ed. 2000, 39, 1777-1780.
14. (a) Kubo, Y.; Yamamoto, M.; Ikeda, M.; Takeuchi, M.; Shinkai, S.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2036-2040;
15. (b) Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816-8817;
16. (c) Yamaguchi, S.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2001, 123, 11372-11375;
17. (d) Yamaguchi, S.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2000, 122, 6335-6336.
18. (a) Hudnall, T. W.; Gabbaï, F. P. J. Am. Chem. Soc. 2007, 129, 11978-11986;
19. (b) Lee, M. H.; Agou, T.; Kobayashi, J.; Kawashima, T.; Gabbaï, F. P. Chem. Commun. 2007, 1133-1135;
20. (c) Chiu, C.-W.; Gabbaï, F. P. J. Am. Chem. Soc. 2006, 128, 14248-14249;
21. (d) Hudnall, T. W.; Melaïmi, M.; Gabbaï, F. P. Org. Lett. 2006, 8, 2747-2749;
22. (e) Melaimi, M.; Gabbaï, F. P. J. Am. Chem. Soc. 2005, 127, 9680-9681;
23. (f) Solé, S.; Gabbaï, F. P. Chem. Commun. 2004, 1284-1285.
24. Miyata, M.; Chujo, Y. Polym. J. 2002, 34, 967-969.
25. (a) Sundararaman, A.; Venkatasubbaiah, K.; Victor, M.; Zakharov, L. N.; Rheingold, A. L.; Jäkle, F. J. Am. Chem. Soc. 2006, 128, 16554-16565;
26. (b) Sundararaman, A.; Victor, M.; Varughese, R.; Jäkle, F. J. Am. Chem. Soc. 2005, 127, 13748-13749.
27. (a) Deng, Y.; Chen, Y.; Cao, D.; Liu, Z.; Li, G. Sens. Actuators, B 2010, 149, 165-169;
28. (b) Liu, Z.-Q.; Shi, M.; Li, F.-Y.; Fang, Q.; Chen, Z.-H.; Yi, T.; Huang, C.-H. Org. Lett. 2005, 7, 5481-5484.
29. (a) Bai, D.-R.; Liu, X.-Y.; Wang, S. Chem. Eur. J. 2007, 13, 5713-5723;
30. (b) Zhao, S.-B.; McCormick, T.; Wang, S. Inorg. Chem. 2007, 46, 10965-10967;
31. (c) Liu, X. Y.; Bai, D. R.; Wang, S. Angew. Chem., Int. Ed. 2006, 45, 5475-5478.
32. Zhao, C.-H.; Sakuda, E.; Wakamiya, A.; Yamaguchi, S. Chem. Eur. J. 2009, 15, 10603-10612.
33. Zucchero, A. J.; McGrier, P. L.; Bunz, U. H. Acc. Chem. Res. 2010, 43, 397-408.
34. Tovar, J. D.; Swager, T. M. J. Organomet. Chem. 2002, 653, 215-222.
35. 2: 1258.6731.
36. Xie, Z.; Yang, B.; Li, F.; Cheng, G.; Liu, L.; Yang, G.; Xu, H.; Ye, L.; Hanif, M.; Liu, S.; Ma, D.; Ma, Y. J. Am. Chem. Soc. 2005, 127, 14152-14153.