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Synthesis, Characterization and Antioxidant Studies on 4-Phenyl-1,3,5-triazine-2,6-diamine Schiff Bases and Their Nickel(II), Copper(II) and Zinc(II) Complexes
Corresponding Author(s) : Abdulaziz Ali
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
The synthesis, characterization, thermogravimetric and antioxidant activity of Schiff bases derived from 4-phenyl-1,3,5-triazine-2,6-diamine and 3,5-di-tert-butylsalicyladehyde (H2L) with their nickel(II), copper(II) and zinc(II) complexes are reported. The structures of the Schiff bases and the metal complexes wer characterized by elemental analyses (CHN), Fourier transform infrared spectroscopy (FT-IR) and ultraviolet-visible spectroscopy (UV-VIS). Additionaly, 1H- and 13C-nuclear magnetic resonance spectroscopy (NMR) were recorded for the Schiff bases, while thermogravimetric analysis was recorded for the complexes. Spectral studies reveal that the ligands were acting as tetradentate chelating agents and coordinated to the metal center via deprotonated phenolate oxygen and azomethine nitrogen atoms in a 1:1 ligand to metal ratio. The antioxidant activities of the ligand and the metal complexes were examined using the DPPH radical scavenging method. The results show that the ligand exhibit higher radical scavenging ability than the metal complexes.
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- L. Sacconi, Coord. Chem. Rev, 1, 126 (1966).
- L.F. Lindoy, Quart Chem. Rev, 1, 379 (1971).
- S. Yamanda and A. Takeuchi, Coord. Chem. Rev., 43, 187 (1982).
- Y. Tor, J. Libman, A. Shanzer and S. Lifson, J. Am. Chem. Soc., 109, 6517 (1987).
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- B.S. Holla, K.V. Malini, B.S. Rao, B.K. Sarojini and N.S. Kumari, Eur. J. Med. Chem., 38, 313 (2003).
- A. Ali, N. Abdullah, M.J. Maah and I.M. Mustafa, Asian J. Chem., 24, 5063 (2012).
- Y. Wang, Z.-Y. Yang and B.-D. Wang, Transition Met. Chem., 30, 879 (2005).
- L. Araya, J. Vargas and J. Costamagna, Transition Met. Chem., 11, 312 (1986).
- W. Brand-Williams, M.E. Cuvelier and C. Berset, LWT-Food Sci. Technol., 28, 25 (1995).
- B.S. Garg and D.N. Kunar, Spectrochim. Acta A, 59, 229 (2003).
- Z.L. Yuan, Q. Long, Z. Xue Ziang, B. Xue Zhy, F. Lindoy and G. Wei, Polyhedron, 27, 344 (2008).
- R.S. Downing and F.L. Urbach, J. Am. Chem. Soc., 91/22, 5977 (1969).
- A. Pagini, M. Gullotti and R. Vgo, J. Chem. Soc. Dalton Transition, 4, 346 (1977).
- L. Sacconi, Transition Met. Chem., 61, 943 (1968).
- D. Santo, D. Bella, I. Fragala, N. Leonardi and S. Sortino, Inorg. Chim. Acta, 357, 3865 (2004).
- C. Alaaddin, Y. Ibrahim, O. Habibe and A. Misir, Transition Met. Chem., 27, 171 (2002).
- W. Jen, S.F. Sun, W. Cao, Y. Liang and J.R. Song, J. Mol. Struct., 918, 194 (2009).
- P. Cos, L. Ying, M. Calomme, J.P. Hu, K. Cimanga and B. Van Poel, J. Nat. Prod., 61, 71 (1998).
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References
L. Sacconi, Coord. Chem. Rev, 1, 126 (1966).
L.F. Lindoy, Quart Chem. Rev, 1, 379 (1971).
S. Yamanda and A. Takeuchi, Coord. Chem. Rev., 43, 187 (1982).
Y. Tor, J. Libman, A. Shanzer and S. Lifson, J. Am. Chem. Soc., 109, 6517 (1987).
R. Grigg and P. Armstrong, Tetrahedron, 45, 23 (1989).
B.S. Holla, B. Veerendra, M.K. Shivananda and B. Poojary, Eur. J. Med. Chem., 38, 759 (2003).
R.V. Chambhare, B.G. Khadse, A.S. Bobde and R.H. Bahekar, Eur. J. Med. Chem., 38, 89 (2003).
B.S. Holla, K.V. Malini, B.S. Rao, B.K. Sarojini and N.S. Kumari, Eur. J. Med. Chem., 38, 313 (2003).
A. Ali, N. Abdullah, M.J. Maah and I.M. Mustafa, Asian J. Chem., 24, 5063 (2012).
Y. Wang, Z.-Y. Yang and B.-D. Wang, Transition Met. Chem., 30, 879 (2005).
L. Araya, J. Vargas and J. Costamagna, Transition Met. Chem., 11, 312 (1986).
W. Brand-Williams, M.E. Cuvelier and C. Berset, LWT-Food Sci. Technol., 28, 25 (1995).
B.S. Garg and D.N. Kunar, Spectrochim. Acta A, 59, 229 (2003).
Z.L. Yuan, Q. Long, Z. Xue Ziang, B. Xue Zhy, F. Lindoy and G. Wei, Polyhedron, 27, 344 (2008).
R.S. Downing and F.L. Urbach, J. Am. Chem. Soc., 91/22, 5977 (1969).
A. Pagini, M. Gullotti and R. Vgo, J. Chem. Soc. Dalton Transition, 4, 346 (1977).
L. Sacconi, Transition Met. Chem., 61, 943 (1968).
D. Santo, D. Bella, I. Fragala, N. Leonardi and S. Sortino, Inorg. Chim. Acta, 357, 3865 (2004).
C. Alaaddin, Y. Ibrahim, O. Habibe and A. Misir, Transition Met. Chem., 27, 171 (2002).
W. Jen, S.F. Sun, W. Cao, Y. Liang and J.R. Song, J. Mol. Struct., 918, 194 (2009).
P. Cos, L. Ying, M. Calomme, J.P. Hu, K. Cimanga and B. Van Poel, J. Nat. Prod., 61, 71 (1998).
V.A. Sabe, D.J. Van den Berg, M.N.J.L. Tromp, D.H. Griffioen, W.J.F. Van der Vijgh and A. Bast, Free Radic. Biol. Med., 20, 331 (1996).