A near-infrared fluorescence chemodosimeter for fluoride via specific Si-O cleavage

Tetrahedron Letters

Volumn 53, Issue 16, 2012, Pages 2107-2110

  Cao, Jian ^a,b   Zhao, Chunchang ^a   Zhu, Weihong ^a  

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

^b SHANGHAI UNIVERSITY OF ENGINEERING SCIENCE   (China)

Author keywords

Chemodosimeter; Fluorescence; Fluoride; Near infrared

Indexed keywords

CARBENE; CHROMENE DERIVATIVE; FLUORIDE; OXYGEN; SILICON;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COLOR; DOSIMETRY; NEAR INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 84858447230     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.02.051     Document Type: Article

References (68)

1. K.L. Kirk Biochemistry of the Elemental Halogens and Inorganic Halides 1991 Plenum Press New York
2. B.L. Riggs Bone and Mineal Research, Annual 2 1984 Elsevier Amsterdam
3. M. Kleerekoper Endocrinol. Metab. Clin. North Am. 27 1998 441
4. A.F. Li, J.H. Wang, F. Wang, and Y.B. Jiang Chem. Soc. Rev. 39 2010 3729 3745
5. R.M. Duke, E.B. Veale, F.M. Pfeffer, P.E. Krugerc, and T. Gunnlaugsson Chem. Soc. Rev. 39 2010 3936 3953
6. Z. Xu, S.K. Kim, and J. Yoon Chem. Soc. Rev. 39 2010 1457 1466
7. M. Cametti, and K. Rissanen Chem. Commun. 6 2009 2809 2829
8. V. Amendola, D. Esteban-Gómez, L. Fabbrizzi, and M. Licchelli Acc. Chem. Res. 39 2006 343 353
9. K. Bowman-James Acc. Chem. Res. 38 2005 671 678
10. S. Kumar, V. Luxami, and A. Kumar Org. Lett. 10 2008 5549 5552
11. Y. Qu, J. Hua, and H. Tian Org. Lett. 12 2010 3320 3323
12. K.J. Chang, D. Moon, M.S. Lah, and K.S. Jeong Angew. Chem., Int. Ed. 44 2005 7926 7929
13. X.F. Liang, T.D. Jams, and J.Z. Zhao Tetrahedron 64 2008 1309 1315
14. F. Han, Y.H. Bao, Z.H. Yang, T.M. Fyles, J.Z. Zhao, X.J. Peng, J.L. Fan, Y.K. Wu, and S.G. Sun Chem. Eur. J. 13 2007 2880 2892
15. S.Y. Kim, and J.I. Hong Org. Lett. 9 2007 3109 3112
16. O.A. Bozdemir, F. Sozmen, O. Buyukcakir, R. Guliyev, Y. Cakmak, and E.U. Akkaya Org. Lett. 12 2010 1400 1403
17. J.F. Zhang, C.S. Lim, S. Bhuniya, B.R. Cho, and J.S. Kim Org. Lett. 13 2011 1190 1193
18. R. Hu, J. Feng, D. Hu, S. Wang, S. Li, Y. Li, and G. Yang Angew. Chem., Int. Ed. 49 2010 4915 4918
19. M. Vázquez, L. Fabbrizzi, A. Taglietti, R.M. Pedrido, A.M. González-Noya, and M.R. Bermejo Angew. Chem., Int. Ed. 43 2004 1962 1965
20. C.B. Black, B. Andrioletti, A.C. Try, C. Ruiperez, and J.L. Sessler J. Am. Chem. Soc. 121 1999 10438 10439
21. S. Yamaguchi, S. Akiyama, and K. Tamao J. Am. Chem. Soc. 122 2000 6793 6794
22. E.J. Cho, J.W. Moon, S.W. Ko, J.Y. Lee, S.K. Kim, J. Yoon, and K.C. Nam J. Am. Chem. Soc. 125 2003 12376 12377
23. H. Miyaji, W. Sato, and J.L. Sessler Angew. Chem., Int. Ed. 39 2000 1777 1780
24. H. Furuta, H. Maeda, and A. Osuka J. Am. Chem. Soc. 123 2001 6435 6436
25. M. Boiocchi, L.D. Boca, D.E. Gomez, L. Fabbrizzi, M. Licchelli, and M. Monzani J. Am. Chem. Soc. 126 2004 16507 16514
26. K.M.K. Swamy, Y.J. Lee, H.N. Lee, J. Chun, Y. Kim, S.J. Kim, and J. Yoon J. Org. Chem. 71 2006 8626 8628
27. C.R. Cooper, N. Spencer, and T.D. James Chem. Commun. 1998 1365 1366
28. D.H. Lee, K.H. Lee, and J.I. Hong Org. Lett. 3 2001 5 8
29. J.-L. Fillaut, J. Andris, L. Toupet, and J.-P. Desvergne Chem. Commun. 2005 2924 2926
30. S. Sol, and F.P. Gabbaï Chem. Commun. 2004 1284 1285
31. D.H. Lee, H.Y. Lee, K.H. Lee, and J.-I. Hong Chem. Commun. 2001 1188 1189
32. P.A. Gale, L.J. Twyman, C.I. Handlin, and J.L. Sessler Chem. Commun. 1999 1851 1852
33. S.K. Kim, J.H. Bok, R.A. Bartsch, J.Y. Lee, and J.S. Kim Org. Lett. 7 2005 4839 4842
34. S. Xu, K. Chen, and H. Tian J. Mater. Chem. 15 2005 2676 2680
35. A.P. DeSilva, H.Q.N. Gunaratne, T. Gunnlaugsson, A.J.M. Huxley, C.P. McCoy, J.T. Rademacher, and T.E. Rice Chem. Rev. 97 1997 1515 1566
36. B. Valeur Molecular Fluorescence. Principles and Applications 2002 Wiley-VCH Weinheim, NY
37. Z.H. Lin, S.J. Ou, C.Y. Duan, B.G. Zhang, and Z.P. Bai Chem. Commun. 8 2006 624 626
38. D.A. Jose, D.K. Kumar, B. Ganguly, and A. Das Org. Lett. 6 2004 3445 3448
39. T. Neumann, Y. Dienes, and T. Baumgartner Org. Lett. 8 2006 495 497
40. S.K. Kim, and J.Y. Yoon Chem. Commun. 2002 770 771
41. X.Q. Chen, S.W. Nam, G.H. Kim, N. Song, Y.S. Jeong, I. Shin, S.K. Kim, J.H. Kim, S.S. Park, and J.Y. Yoon Chem. Commun. 46 2010 8953 8955
42. A. Coskun, M.D. Yilmaz, and E.U. Akkaya Org. Lett. 9 2007 607 609
43. B.A. Smith, W.J. Akers, W.M. Leevy, A.J. Lampkins, S. Xiao, W. Wolter, M.A. Suckow, S. Achilefu, and B.D. Smith J. Am. Chem. Soc. 132 2010 67 69
44. W.M. Leevy, S.T. Gammon, H. Jiang, J.R. Johnson, D.J. Maxwell, E.N. Jackson, M. Marquez, D. Piwnica-Worms, and B.D. Smith J. Am. Chem. Soc. 128 2006 16476 16477
45. X.J. Peng, F.L. Song, and Y.L. Gao J. Am. Chem. Soc. 127 2005 4170 4171
46. E.J. Cho, J.W. Moon, S.W. Ko, J.Y. Lee, S.K. Kim, J.Y. Yoon, and K.C. Nam J. Am. Chem. Soc. 125 2003 12376 12377
47. V. Bhalla, H. Singh, and M. Kumar Org. Lett. 12 2010 628 631
48. G.X. Xu, and M.A. Tarr Chem. Commun. 2004 1050 1051
49. F. Otón, A. Tárraga, A. Espinosa, and P. Molina Chem. Commun. 2004 1658 1659
50. S. Arimori, M.G. Davidson, T.M. Fyles, T.G. Hibbert, T.D. James, and G.I. Kociok-Köhn Chem. Commun. 2004 1640 1641
51. J.L. Fillaut, J. Andriés, L. Toupet, and J.P. Desvergne Chem. Commun. 7 2005 2924 2926
52. S. Yamaguchi, S. Akiyama, and K. Tamao J. Am. Chem. Soc. 123 2001 11372 11375
53. E. Sasaki, H. Kojima, H. Nishimatsu, Y. Urano, K. Kikuchi, Y. Hirata, and T. Nagano J. Am. Chem. Soc. 127 2005 3684 3685
54. B. Tang, F. Yu, P. Li, L. Tong, X. Duan, T. Xie, and X. Wang J. Am. Chem. Soc. 131 2009 3016 3023
55. Z. Guo, W. Zhu, M. Zhu, X. Wu, and H. Tian Chem. Eur. J. 16 2010 14424 14432
56. X. Cao, W. Lin, and L. He Org. Lett. 13 2011 4716 4719
57. Q. Zhao, F.Y. Li, S.J. Liu, M.X. Yu, Z.Q. Liu, T. Yi, and C.H. Huang Inorg. Chem. 47 2008 9256 9264
58. W. Wu, L.M. Yao, T.S. Yang, R.Y. Yin, F.Y. Li, and Y.L. Yu J. Am. Chem. Soc. 133 2011 15810 15813
59. W.J. Zhang, C. Guo, L.H. Liu, J.G. Qin, and C.L. Yang Org. Biomol. Chem. 9 2011 5560 5563
60. K. Kiyose, H. Kojima, Y. Urano, and T. Nagano J. Am. Chem. Soc. 128 2006 6548 6549
61. B. Tang, H. Huang, K. Xu, L. Tong, G. Yang, X. Liu, and L. An Chem. Commun. 8 2006 3609 3611
62. Q. Zhao, C.H. Huang, and F.Y. Li Chem. Soc. Rev. 40 2011 2508 2524
63. J.L. Liu, Y. Liu, Q. Liu, C.Y. Li, L.N. Sun, and F.Y. Li J. Am. Chem. Soc. 133 2011 15276 15279
64. X. Huang, Z. Guo, W. Zhu, Y. Xie, and H. Tian Chem. Commun. 8 2008 5143 5145
65. T.H. Kim, and T.M. Swager Angew. Chem. Int. Ed. 42 2003 4803 4806
66. X. Cao, W. Lin, Q. Yu, and J. Wang Org. Lett. 13 2011 6098 6101
67. M. Yuan, Y. Li, J. Li, C. Li, X. Liu, J. Lv, J. Xu, H. Liu, S. Wang, and D. Zhu Org. Lett. 9 2007 2313 2316
68. M. Yuan, W. Zhou, X. Liu, M. Zhu, J. Li, X. Yin, H. Zheng, Z. Zuo, C. Ouyang, H. Liu, Y. Li, and D. Zhu J. Org. Chem. 73 2008 5008 5014