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Synthesis and Characterization of 1,2,3-Triazole Containing Fe(II) Sensor
Corresponding Author(s) : S. Senthil
Asian Journal of Chemistry,
Vol. 32 No. 5 (2020): Vol 32 Issue 5
Abstract
A new bis(1,2,3-triazolyl) imine based probe was designed and synthesized. Chemical structure of the probe was confirmed by IR, 1H and 13C NMR spectroscopy. The probe was investigated for its recognition abilities in aqueous-organic mixture against various cations and anions. It shows a highly selective colorimetric response to Fe(II) ion by changing the colour from colourless to brownish pink. Chemo-sensitivity of the probe was investigated by absorption spectrometric titration with the Fe(II) ions. 1H NMR titration studies indicated imine nitrogen and one of the nitrogen in triazole ring was involved in complex formation with Fe2+ ion. Energy optimization studies by DFT method exhibits a marginal energy gap between ligand and Fe(II) complex (0.1166 eV) confirms the formation of metal ligand complex.
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W. Kaim and B. Schwederski, Bioinorganic Chemistry, 2nd ed., Wiley, New York, 1995.
E.L. Que, D.W. Domaille and C.J. Chang, Chem. Rev., 108, 1517 (2008); https://doi.org/10.1021/cr078203u
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K.L. Haas and K.J. Franz, Chem. Rev., 109, 4921 (2009); https://doi.org/10.1021/cr900134a
R. Mc rae, P. Bagchi, S. Sumalekshmy and C. Fahrni, Chem. Rev., 109, 4780 (2009).
L. Zecca, M.B.H. Youdim, P. Riederer, J.R. Connor and R.R. Crichton, Nat. Rev. Neurosci., 5, 863 (2004); https://doi.org/10.1038/nrn1537
M. Chen, H. Xiong, W. Wen, X. Zhang, H. Gu and S. Wang, Electrochim. Acta, 114, 265 (2013); https://doi.org/10.1016/j.electacta.2013.10.122
J.E.T. Andersen, Analyst (Lond.), 130, 385 (2005); https://doi.org/10.1039/b412061b
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A.J. Weerasinghe, C. Schmiesing, S. Varaganti, G. Ramakrishna and E. Sinn, J. Phys. Chem. B, 114, 9413 (2010); https://doi.org/10.1021/jp1034568
C.M. Carr, Chemistry of the Textile Industry, Blackie Academic & Professional, London, 1995.
C.A.J. Appelo, Dieke Postma, Geochemistry, Groundwater and Pollution, CRC Press, London, 2nd Edition, 2008.
B. Kaur, N. Kaur and S. Kumar, Coord. Chem. Rev., 358, 13 (2018); https://doi.org/10.1016/j.ccr.2017.12.002
S. Santhoshkumar, K. Velmurugan, J. Prabhu, G. Radhakrishnan and R. Nandhakumar, Inorg. Chim. Acta, 439, 1 (2016); https://doi.org/10.1016/j.ica.2015.09.030
Chem. Sci. J., 8, 1 (2017); https://doi.org/10.1039/C7SC90001E
H. Kim, Y. Seo, Y. Youn, H. Lee, M. Yang and C. Kim, ChemistrySelect, 4, 1199 (2019); https://doi.org/10.1002/slct.201803415
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H.C. Kolb and K.B. Sharpless, Drug Discov. Today, 8, 1128 (2003); https://doi.org/10.1016/S1359-6446(03)02933-7
T.L. Mindt, C. Schweinsberg, L. Brans, A. Hagenbach, U. Abram, D. Tourwé, E. Garcia-Garayoa and R. Schibli, ChemMedChem, 4, 529 (2009); https://doi.org/10.1002/cmdc.200800418
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K.-C. Chang, I.-H. Su, G.-H. Lee and W.-S. Chung, Tetrahedron Lett., 48, 7274 (2007); https://doi.org/10.1016/j.tetlet.2007.08.045
K.-C. Chang, I.-H. Su, A. Senthilvelan and W.-S. Chung, Org. Lett., 9, 3363 (2007); https://doi.org/10.1021/ol071337+
Y.-J. Zhang, X.-P. He, M. Hu, Z. Li, X.-X. Shi and G.-R. Chen, Dyes Pigments, 88, 391 (2011); https://doi.org/10.1016/j.dyepig.2010.08.010
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