Synthesis and characterization of tetraoxime ligand, bis-(2E,3E.2'E)-3,3'-(1,2-phenylene-dinitrilo) dibutan-2- one dioxime) and its dinuclear and tetranuclear copper (II) /nickel (II) complexes
Synthesis and characterization of tetraoxime ligand, bis-(2E,3E.2'E)-3,3'-(1,2-phenylene-dinitrilo) dibutan-2- one dioxime) and its dinuclear and tetranuclear copper (II) /nickel (II) complexes
A new tetraoxime, $(H_4L)$, was prepared in EtOH by reacting biphenyl-3,3' ,4,4' -tetramine with butane- 2,3-dione oxime. The tetraoxime ligand was characterized by elemental analyses, $^1 H-NMR$ and $^{13} C-NMR$, IR, and mass spectral studies. Dinuclear copper(II), nickel(II) and tetranuclear copper(II) complexes of tetraoxime ligand were prepared and characterized by elemental analyses, magnetic moments, IR, and mass spectral studies. In the dinuclear metal complexes, metal:ligand ratio was found as 2:1. Elemental analyses and stoichiometric and spectroscopic data of the metal complexes indicated that the metal ions were coordinated to the nitrogen atoms of oxime groups (C=N). In addition, total energy and heat formation for ligand and dinuclear Cu(II)/Ni(II) complexes by semiempirical PM3 calculations show that square-planar geometry is more stable than other geometries.
___
- 1. Karaböcek, S.; Karaböcek, N. Transition Met. Chem. 1998, 23 , 29-32.
- 2. Karaböcek, S.; Karaböcek, N. Polyhedron, 1998, 17, 319-324.
- 3. Karaböcek, N.; Armutcu, A.; Karaböcek, S. Transition Met. Chem. 2006, 31 , 938-942.
- 4. Karaböcek, S.; Karaböcek, N.; Armutcu A. Transition Met. Chem. 2006, 31 , 459-464.
- 5. Willet, R. D.; Gatteschi, D. Magnetostructural Corelations in Exchange Coupled Systems, Kahn, O., Eds. Reidel:Dordrecht, Holland, 1985.
- 6. Gatteschi, D.; Kahn, O.; Miller, J. S. Molecular Magnetic Material, NATO. ASI Series, Palacio, F., Eds.; Kluwer:Dordrecht, 1991.
- 7. Zhuang, Z. J.; Okawa, H.; Matsumoto, N.; Sakiyama, H.; Kida, S. J. Chem. Soc., Dalton Trans. 1991, 497-500.
- 8. Lehn, J. M. Angew. Chem., Int. Ed. Engl. 1988, 27, 89-112.
- 9. Vigato, P. A.; Tamburini, S.; Fenton, D, E. Coord. Chem. Rev. 1990, 106, 25-170.
- 10. Karaböcek, S.; Güner, S.; Karaböcek, N. Transition Met. Chem. 1998, 23, 159-163.
- 11. Güner, S.; Karaböcek, S. J. Biochem. Mol. Toxicol. 1998, 27, 53-57.
- 12. Santini, C.; Pellei, M.; Lobbia, G. G; Fedeli, D.; Falcioni, G. J. Inorg. Biochem. 2003, 94, 348-354.
- 13. 13. Malkin R., Malmstrom, B. G. Adv. Enzymol. Rel. Subj. Biochem. 1970, 33, 177-187.
- 14. Sailasuta, N.; Anson, F. C.; Gray, H. B. J. Am. Chem. Soc. 1979, 101, 455-458.
- 15. Karlin, K. D.; Zubieta, J. Copper Coordination Chemistry: Biochemical and Inorganic Perspectives, Adenin Press, Guilderland, New York, 1983.
- 16. Fenton, D. E. ; Casellato, U. ; Vigato P. A.; Vidali, M. Inorg. Chim. Acta F-Block Elements Art. & Lett. 1984, 95, 187-193.
- 17. Kitajima, N.; Morooka, Y. Chem. Rev. 1994, 94, 737-757.
- 18. Casella, L.; Rigoni, L. J. Chem. Soc. Chem. Commun, 1985, 23, 1668-1669.
- 19. Karaböcek, S.; Karaböcek, N. Polyhedron 1997, 11, 1771-1774.
- 20. Peisah, J.; Alsen, P.; Blumberg, W.E. in The Biochemistry of copper, Academic Press, New York, 1966.
- 21. Malkin, R. Inorganic Biochemistry, Eichorn, G. L. (eds) Elsevier, New York, 1973 p. 3.
- 22. Karaböcek, S.; G¨uner, S.; Karaböcek, N. J. Inorg. Biochem. 1997, 66, 57-61.
- 23. Vincent, J.B.; Oliver-Lilley G. L.; Averill, B. A. Chem. Rev. 1990, 90, 1447-1467.
- 24. Sebela, M.; Radova A.; Angelini, R.; Tavladoraki, P., Frebort, I.; Pec, P. Plant Sci. 2001, 160, 197-2007.
- 25. Patel, R. N.; Kumar, S.; Pandeya, K. B. Spectrochim. Acta Part A. 2000, 56, 2791-2997.
- 26. Abuhijleh A. L. J. Inorg. Biochem. 1997, 68, 167-175.
- 27. Noughton, D. P.; Fisher, A. E. Chem. Biol. 2003, 10, 197-198.
- 28. Parker, D.; Lehn, J. M.; Rimmer J. J. Chem. Soc. Dalton Trans. 1985, 1517-1521.
- 29. Boyce, B. A.; Carroy, A.; Lehn, J. M.; Parker, D. J. Chem. Soc. Chem. Commun. 1984, 1546-1548.
- 30. Parimala, S.; Gita K. N.; Kandaswamy, M. Polyhedron 1998, 17, 3445-3453.
- 31. Mahadevan, V.; Gebbink R. J. M. K.; Stack T. D. P. Current Opinion in Chemical Biology 2000, 4, 228-234.
- 32. Eicken, C.; Krebs, B.; Sacchettini. J. C. Current Opinion in Chemical Biology 1999, 9, 677-683.
- 33. Bradshaw, J. S.; Izatt R. M.; Acc. Chem. Res. 1997, 30, 338-345.
- 34. Serbest, K.; Karaböcek, S.; Değirmencioğlu, I.; Güner, S. Transition Met. Chem. 2001, 26 , 375-379.
- 35. Gao, E. Q.; Sun, H. Y.; Liao, D. Z.; Jiang, Z. H.; Yan S. P. Polyhedron 2002, 21, 359-364.
- 36. Canpolat, E.; Yazıcı, A.; Kaya, M. J. Coord. Chem., 2007, 60, 473-480.
- 37. Atkins, R.; Brewer, G.; Kokot, E.; Mockler G. M.; Sinn, E. Inorg. Chem. 1985, 24, 127-134.