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Synthesis and Metal Ion Probe Properties of Four 1,8-Naphthalimides
Corresponding Author(s) : Rui Chen
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
Four 1,8-naphthalimide derivatives (3a-3d) were designed and synthesized from 1,8-naphthalic anhydride and their structures were characterized by 1H NMR and MS. Their recognition ability to metal ions was then investigated. The results showed the quenching constants (KCV) and binding constants (Ka) values were found in the range of 102-104 M-1, indicating important metal ions recognition abilities of compounds 3a-3d. All the compounds showed recognition of ferric ion, while compounds 3a-3d showed the best recognition ability of silver, cadmium, ferric and ferrous ions, respectively.
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References
A.X. Trautwein, Bioinorganic Chemistry, Wiley-VCH, Weinheim, Germany (1997).
B.A. Fowler and P.L. Goering, In ed.: E. Merian, Antimony, Metals and their Compounds in the Environment: Occurrence, Analysis and Biological Relevance, Weinheim, VCH, pp. 743-750 (1991).
B. Valeur and I. Leray, Coord. Chem. Rev., 205, 3 (2000).
A.P. De Silva, D.B. Fox, T.S. Moody and S.M. Weir, Pure Appl. Chem., 73, 503 (2001).
G.W. Gokel, W.M. Leevy and M.E. Weber, Chem. Rev., 104, 2723 (2004).
Y.C. Wang, Y. Zhang, X.H. Yi and W. Qin, Asian J. Chem., 24, 323 (2012).
K. Haupt and K. Mosbach, Chem. Rev., 100, 2495 (2000).
A.P. de Silva, B. McCaughan, B.O.F. McKinney and M. Querol, J. Chem. Soc., Dalton Trans., 1902 (2003).
A.P. De Silva, H.Q.N. Gunaratne, T. Gunnlaugsson, A.J.M. Huxley, C.P. McCoy, J.T. Rademacher and T.E. Rice, Chem. Rev., 97, 1515 (1997).
B. Ramachandram, G. Saroja, N.B. Sankaran and A. Samanta, Phys. Chem. B, 104, 11824 (2000).
H.F. Ji, R. Dabestani and G.M. Brown, J. Am. Chem. Soc., 122, 9306 (2000).
M.R. Eftink, In ed.: T.G. Dewey, Fluorescence Quenching Reactions, Biophysical and Biochemical Aspects of Fluorescence Spectroscopy, Plenum Press, New York, pp. 1-44 (1991).
J.R. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, p. 698 (1999).