3-(Pyridine-4-thione)BODIPY as a chemodosimeter for detection of Hg(II) ions

Dyes and Pigments

Volumn 95, Issue 1, 2012, Pages 89-95

  Khan, Tamanna K ^a   Ravikanth, M ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY BOMBAY   (India)

Author keywords

Boron dipyrromethene; Chemodosimeter; Desulfurization; Fluorescence sensor; Pyridine 4 one; Pyridine 4 thione

Indexed keywords

BORON-DIPYRROMETHENE; CHEMODOSIMETERS; FLUORESCENCE SENSORS; PYRIDINE-4-ONE; PYRIDINE-4-THIONE;

BORON; DESULFURIZATION; DOSIMETRY; FLUORESCENCE; IONS; PROTONS; PYRIDINE; SULFUR;

SYNTHESIS (CHEMICAL);

EID: 84860136310     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2012.03.015     Document Type: Article

References (36)

1. A.P. de Silva, D.B. Fox, A.J.M. Huxley, and T.S. Moody Combining luminescence, coordination and electron transfer for signalling purposes Coord Chem Rev 205 1 2000 41 57
2. L. Prodi, F. Bolletta, M. Montalti, and N. Zaccheroni Luminescent chemosensors for transition metal ions Coord Chem Rev 205 1 2000 59 83
3. E.M. Nolan, and S.J. Lippard A "turn-on" fluorescent sensor for the selective detection of mercuric ion in aqueous media J Am Chem Soc 125 47 2003 14270 14271 (Pubitemid 37452353)
4. 2+-responsive probe, operating above 500 nm J Am Chem Soc 125 12 2003 3418 3419 (Pubitemid 36512402)
5. A.P. de Silva, H.Q.N. Gunaratne, T. Gunnlaugsson, A.J.M. Huxley, C.P. McCoy, and J.T. Rademacher Signaling recognition events with fluorescent sensors and switches Chem Rev 97 5 1997 1515 1566 (Pubitemid 127659605)
6. X. He, H. Liu, Y. Li, S. Wang, N. Wang, and J. Xiao Gold nanoparticle-based fluorometric and colorimetric sensing of copper(II) ions Adv Mater 17 23 2005 2811 2815 (Pubitemid 41797801)
7. S. Yoon, A.E. Albers, A.P. Wong, and C.J. Chang Screening mercury levels in fish with a selective fluorescent chemosensor J Am Chem Soc 127 46 2005 16030 16031 (Pubitemid 41689223)
8. E.M. Nolan, and S.J. Lippard Tools and tactics for the optical detection of mercuric ion Chem Rev 108 9 2008 3443 3480
9. T.W. Clarkson, L. Magos, and G.J. Myers The toxicology of mercury of current exposures and clinical manifestations N Engl J Med 349 18 2003 1731 1737 (Pubitemid 37315011)
10. M. Yuan, Y. Li, J. Li, C. Li, X. Liu, and J. Lv A colorimetric and fluorometric dual-modal assay for mercury ion by a molecule Org Lett 9 12 2007 2313 2316
11. 2+ ions with an ICT fluorescent sensor molecule: remarkable emission spectra shift and unique selectivity J Org Chem 71 11 2006 4308 4311 (Pubitemid 43794641)
12. 2+- selective chromo- and fluoroionophore based upon 8-hydroxyquinoline J Org Chem 69 1 2003 181 183
13. A. Coskun, and E.U. Akkaya Signal ratio amplification via modulation of resonance energy transfer: proof of principle in an emission ratiometric Hg (II) sensor J Am Chem Soc 128 45 2006 14474 14475 (Pubitemid 44749843)
14. A. Coskun, M.D. Yilmaz, and E.U. Akkaya Bis(2-pyridyl)-substituted boratriazaindacene as an NIR-emitting chemosensor for Hg(II) Org Lett 9 4 2007 607 609
15. 2+ with naked-eye detection New J Chem 35 6 2011 1194 1197
16. 2+ ion binding with high sensitivity Org Lett 8 17 2006 3721 3724 (Pubitemid 44378347)
17. H. Lu, S. Zhang, H. Liu, Y. Wang, Z. Shen, and C. Liu Experimentation and theoretic calculation of a BODIPY sensor based on photoinduced electron transfer for ions detection J Phys Chem A 113 51 2009 14081 14086
18. V. Csokai, M. Kádár, D.L. Ha Mai, O. Varga, K. Tóth, and M. Kubinyi Synthesis, optical and electroanalytical characterizations of a thiacalix[4](N-phenylazacrown-5)ether "BODIPY ionophore Tetrahedron 64 6 2008 1058 1063 (Pubitemid 350266751)
19. 2+ and its application in live cell imaging Org Biomol Chem 7 12 2009 2554 2558
20. 2+-selective chemodosimeter derived from 8-hydroxyquinoline Org Lett 8 16 2006 3413 3416 (Pubitemid 44238314)
21. Q.-Q. Zhang, J.-F. Ge, Q.-F. Xu, X.-B. Yang, X.-Q. Cao, and N.-J. Li A selective, sensitive probe for mercury(II) ions based on oxazine-thione Tetrahedron Lett 52 5 2011 595 597
22. S. Voutsadaki, G.K. Tsikalas, E. Klontzas, G.E. Froudakis, and H.E. Katerinopoulos A "turn-on" coumarin-based fluorescent sensor with high selectivity for mercury ions in aqueous media Chem Commun 46 19 2010 3292 3294
23. Q. Pu, and Q. Sun Application of 2-mercaptobenzothiazole-modified silica gel to on-line preconcentration and separation of silver for its atomic absorption spectrometric determination Analyst 123 2 1998 239 243 (Pubitemid 28083194)
24. +-selective electrode with a 100 ppt detection limit Anal Chem 74 16 2002 4027 4036 (Pubitemid 34912900)
25. X.-B. Zhang, C.-C. Guo, Z.-Z. Li, G.-L. Shen, and R.-Q. Yu An optical fiber chemical sensor for mercury ions based on a porphyrin dimer Anal Chem 74 4 2002 821 825 (Pubitemid 34160548)
26. C.-C. Huang, and H.-T. Chang Selective gold-nanoparticle-based turn-on fluorescent sensors for detection of mercury(II) in aqueous solution Anal Chem 78 24 2006 8332 8338 (Pubitemid 44927608)
27. A. Loudet, and K. Burgess BODIPY dyes and their derivatives: syntheses and spectroscopic properties Chem Rev 107 11 2007 4891 4932 (Pubitemid 350225866)
28. R. Ziessel, G. Ulrich, and A. Harriman The chemistry of bodipy: a new El dorado for fluorescence tools New J Chem 31 4 2007 496 501 (Pubitemid 46558017)
29. G. Ulrich, R. Ziessel, and A. Harriman The chemistry of fluorescent bodipy dyes: versatility unsurpassed Angew Chem Int Ed 47 7 2008 1184 1201
30. Z.X.B. Zhang, J. Su, L. Shen, Y. Xie, and H. Tian Color-tunable solid-state emission of 2,2′-biindenyl-based fluorophores Angew Chem Int Ed 50 49 2011 11645 11647
31. W. Qin, V. Leen, T. Rohand, W. Dehaen, P. Dedecker, and M. Van der Auweraer Synthesis, spectroscopy, crystal structure, electrochemistry, and quantum chemical and molecular dynamics calculations of a 3-anilino difluoroboron dipyrromethene dye J Phys Chem A 113 2 2009 439 447
32. T.K. Khan, and M. Ravikanth Synthesis of covalently linked boron-dipyrromethene-chromophore conjugates using 3-bromo boron-dipyrromethene as a key precursor Tetrahedron 67 32 2011 5816 5824
33. T.K. Khan, M.R. Rao, and M. Ravikanth Synthesis and photophysical properties of 3,5-bis(oxopyridinyl)- and 3,5-bis(pyridinyloxy)-substituted boron-dipyrromethenes Eur J Org Chem 12 2010 2314 2323
34. H.L. Kee, C. Kirmaier, L. Yu, P. Thamyongkit, W.J. Youngblood, and M.E. Calder Structural control of the photodynamics of boron-dipyrrin complexes J Phys Chem B 109 43 2005 20433 20443 (Pubitemid 41613805)
35. H.A. Benesi, and J.H. Hildebrand J Am Chem Soc 71 1949 2703 2707
36. 2+-selective chemodosimeter in aqueous solution: fluorescent OFF-ON Org Lett 9 5 2007 907 910