Vol. 12 No. 2 (2013): Mapana - Journal of Sciences
Research Articles

Synthesis and Spectral Characterization of Copper(II) and Zinc(II) Complexes of An Acylhydrazone

  • M C Vineetha,
  • M R Prathapachandra Kurup
M C Vineetha
Department of Applied Chemistry, Cochin University of Science and Technology, (DAC, CUSAT),Kochi 22, India;
Bio
M R Prathapachandra Kurup
Department of Applied Chemistry, Cochin University of Science and Technology, (DAC, CUSAT),Kochi 22, India
Bio
DOI: https://doi.org/10.12723/mjs.25.7

Published 2021-08-27

Keywords

  • Cu(II) complexes,
  • Zn(II complexes,
  • Acylhydrazones

Copyright (c) 2013

Creative Commons License

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Abstract

Copper(II) and zinc(II) complexes have been synthesized by the reaction of copper(II) acetate and zinc(II) acetate with an acylhydrazone and sodium cyanate and characterized by analytical and spectral studies.

References

  1. E. Shmidt, Hydrazine and its Derivatives: Preparation, Properties, Applications, 2nd ed., Wiley, New York 2001.
  2. P. V. Bernhardt, P. Chin, and D. R. Richardson, “Unprecedented oxidation of a biologically active aroylhydrazone chelator catalyzed by iron(III): serendipitous identification of diacylhydrazine ligands with high iron chelation efficacy,” J. Biol. Inorg. Chem., vol. 6, pp. 801, 2001.
  3. V. Kogan, V. Zelentsov, G. Larin, and V. Lhukov, Complexes of Transitional Metals with Hydrazones, Nauka, Moscow, 1990.
  4. U. Ragnarsson, “Synthetic methodology for alkyl substituted hydrazines,” Chem. Soc. Rev., vol. 30, pp. 205, 2001. doi: 10.1039/B010091A
  5. S. S. Tandon, S. Chander, and L. K. Thompson, “Ligating properties of tridentate Schiff base ligands, 2-[[(2-pyridinylmethyl)imino]methyl] phenol (HSALIMP) and 2-[[[2-(2- pyridinyl)ethyl]imino]methyl]phenol (HSALIEP) with zinc(II), cadmium(II), nickel(II) and manganese(III) ions. X-ray crystal structures of the [Zn(SALIEP)(NO3)]2 dimer, [Mn(SALIEP)2] (ClO4), and [Zn(AMP)2(NO3)2],” Inorg. Chim. Acta, vol. 300-302, pp. 683, 2000. doi:10.1016/S0020-1693(00)00010-4
  6. N. Terzioglu and A. Gürsoy, “Synthesis and anticancer evaluation of some new hydrazone derivatives of 2,6-dimethylimidazo[2,1-b][1,3,4]thiadiazole-5- carbohydrazide,” Eur. J. Med. Chem., vol. 38, pp. 781, 2003. doi:10.1016/S0223-5234(03)00138-7
  7. M. T. Cocco, C. Congiu, V. Lilliu, and V. Onnis, “Synthesis and in vitro antitumoralactivity of new hydrazinopyrimidine-5-carbonitrile derivatives,” Bioorg. Med. Chem., vol. 14, pp. 366, 2006. doi:10.1016/j.bmc.2005.08.012
  8. J. Easmon, G. Puerstinger, T. Roth, H. H. Fiebig, M. Jenny, W. Jaeger, G. Heinisch, and J. Hofmann, “2-Benzoxazolyl and 2-benzimidazolyl hydrazones derived from 2-acetylpyridine: a novel class of antitumor agents,” Int. J. Cancer, vol. 94, pp. 89, 2001. DOI: 10.1002/ijc.1427
  9. P. Vicini, F. Zani, P. Cozzini, and I. Doytchinova, “Hydrazones of 1,2-benzisothiazole hydrazides: synthesis, antimicrobial activity and QSAR investigations,” Eur. J. Med. Chem., vol. 37, pp. 553, 2002.
  10. J. Patole, U. Sandbhor, S. Padhye, D. N. Deobagkar, C. E. Anson, and A. Powell, “Structural chemistry and in vitro antitubercular activity of acetylpyridine benzoyl hydrazone and its copper complex against mycobacterium smegmatis,” Bioorg. Med. Chem. Lett., vol. 13, pp. 51, 2003. doi:10.1016/S0960-894X(02)00855-7
  11. A. Walcourt, M. Loyevsky, D. B. Lovejoy, V. R. Gordeuk, and D. R. Richardson, “Novel aroylhydrazone and thiosemicarbazone iron chelators with anti-malarial activity against chloroquine-resistant and -sensitive parasites,” Int. J. Biochem. Cell Biol., vol. 36, pp. 401, 2004.
  12. B. L. Vallee, and K. H. Falchuk, “The biochemical basis of zinc physiology,” Physiol. Rev., vol. 73, pp. 79, 1993.
  13. C. J. Chang, E. M. Nolan, J. Jaworski, S.C. Burdette, M. Sheng, and S. J. Lippard, “Bright fluorescent chemosensor platforms for imaging endogenous pools of neuronal zinc,” Chem. Biol., vol. 11, pp. 203, 2004. doi:10.1016/j.chembiol.2004.01.017
  14. A. Ajayaghosh, P. Carol, and S. Sreejith, “A ratiometric fluorescence probe for selective visual sensing of Zn2+,” J. Am. Chem. Soc., vol. 127, pp. 14962, 2005. doi: 10.1021/ja054149s
  15. W. J. Geary, “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds,” Coord. Chem. Rev., vol. 7, pp. 81, 1971. doi:10.1016/S0010-8545(00)80009-0
  16. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 5th ed., Wiley, New York, 1997.
  17. N. Mathew, M. Kuriakose, E. B. Seena, and M. R. P. Kurup, “2'-(2-Hydroxy-4-methoxybenzylidene)nicotinohydrazide monohydrate,” Acta Cryst. E, vol. 63, pp. 2190, 2007. doi:10.1107/S1600536807014808
  18. Y. Nair, M. Sithambaresan, and M. R. P. Kurup, “N′-[(E)-(3-Fluoropyridin-2-yl) methylidene]benzohydrazide monohydrate,” Acta Cryst. E, vol. 68, pp. 2709, 2012. doi:10.1107/S1600536812035179
  19. M. Carcelli, P. Cozzini, T. Maccagni, C. Pelizzi, and L. Righi, “Synthetic routes to mono-and bi-copper hydrazone complexes uncovered by computer simulation,” Inorg. Chim. Acta, vol. 303, pp. 238, 2000. doi:10.1016/S0020-1693(00)00040-2
  20. P. B. Sreeja, K. R. Sunaja Devi, K. Vinayakumar, and M. R. P. Kurup, “Synthesis, spectral and magnetic properties of ternary nickel(II) complexes with acid hydrazones and heterocyclic Bases,” Mapana J. Sci. vol. 11, pp. 45, 2012.
  21. M. F. Iskander, T. E. Khalil, R. Werer, W. Haase, I. Svoboda, and H. Fuess, “Synthesis, reactivity and magnetochemical studies on copper(II) complexes derived from N-salicylidenearoylhydrazines. X-ray structure of [mononitratoOO(−1)(N salicylidenatobenzoylhydrazine)ONO (−1)]copper (II) monohydrate,” Polyhedron, vol. 19, pp. 949, 2000. doi:10.1016/S0277-5387(00)00340-5
  22. B. Sarkar, M. G. B. Drew, M. Estrader, C. Diaz, and A. Ghosh, “CuII acetate complexes involving N,N,O donor Schiff base ligands: mono-atomic oxygen bridged dimers and alternating chains of the dimers and Cu2(OAc)4,” Polyhedron, vol. 27, pp. 2625, 2008. doi:10.1016/j.poly.2008.05.004
  23. P. Mukherjee, O. Sengupta, M. G. B. Drew, and A. Ghosh, “Anion directed template synthesis of Cu(II) complexes of a N,N,O donor mono-condensed schiff base ligand: a molecular scaffold forming highly ordered H-bonded rectangular grids,” Inorg. Chim. Acta, vol. 362, pp. 3285, 2009. doi:10.1016/j.ica.2009.02.041
  24. M. C. Vineetha, M. Sithambaresan, J. M. Jacob, and M. R. P. Kurup, “Di-μ-acetato- κ4O:O-bis({N᾽-[(E)-phenyl(pyridin-2-yl-κN)methylidene] benzohydrazidato-κ2N᾽,O}copper(II)),” Acta Cryst. E, vol. 68, pp. 1086, 2012. doi:10.1107/S1600536812031467
  25. R. C. Maurya, and S. Rajput, “Neutral dioxovanadium(V) complexes of biomimet hydrazones ONO donor ligands of bioinorganic and medicinal relevance: synthesis via air oxidation of bis(acetylaceto-nato)oxovanadium(IV), characterization, biological activity and 3D molecular modelling,” J. Mol. Struct., vol. 833, pp.133, 2007. doi:10.1016/j.molstruc.2006.09.022
  26. P. Noblia, E. J. Baran, L. Otero, P. Draper, H. Cerecetto, M. Gonzalez, O. E. Piro, E. E. Castellano, T. Inohara, Y. Adachi, H. Sakurai, and D. Gambino, “New vanadium(V) complexes with salicylaldehyde semicarbazone derivatives: synthesis, characterization, and in vitro insulin-mimetic activity − crystal structure of [VvO2(salicylaldehyde semicarbazone)],” Eur. J. Inorg. Chem., vol. 2004 pp. 322, 2004. doi:10.1002/ejic.200300421
  27. H. Yin, “The new three-dimensional supramolecule bis{[μ]-2-[(4-hydroxybenzoyl)hydrazonomethyl]phenolato} bis[aquacopper(II)] dinitrate,” Acta Cryst. C, vol. 64, pp. 324, 2008. doi:10.1107/S0108270108026401
  28. N. A. Mangalam, and M. R. P. Kurup, “Synthesis and spectral investigations of vanadium(IV/V) complexes derived from an ONS donor thiosemicarbazone ligand,” Spectrochim. Acta Part A Molecular and Biomolecular spectroscopy, vol. 71, pp. 2040, 2009. doi:10.1016/j.saa.2008.07.043
  29. J. Chakraborty, S. Thakurta, G. Pilet, D. Luneau, and S. Mitra, “A novel tetra(μ3-phenoxo) bridged copper(II) Schiff base complex containing a Cu4O4 cubane core: synthesis, structural aspects and magneto-structural correlations,” Polyhedron, vol. 28, pp. 819, 2009. doi:10.1016/j.poly.2008.12.018
  30. M. Singh, V. Aggarwal, U. P. Singh, and N. K. Singh, “Synthesis, spectroscopic and crystal structure investigation of [Cu(bzsmp)2Cl2];{bzsmp = 2-benzylsulfanyl-5-(2-methoxyphenyl)-1,3,4-oxadiazole}: cyclization of N2-[bis(benzylsulfanyl)methylene]- 2-methoxybenzohydrazide to 2-benzylsulfanyl-5-(2-methoxyphenyl)-1,3,4-oxadiazole during complexation,” Polyhedron, vol. 28, pp. 195, 2009. doi:10.1016/j.poly.2008.10.016
  31. A. B. P. Lever, Inorganic Electronic Spectroscopy, 2nd ed., Elsevier, Amsterdam, 1984.
  32. R. Li, B. Moubaraki, K. S. Murray, and S. Brooker, “Monomeric, dimeric and 1D chain polymeric copper(II) complexes of a pyrrole-containing tridentate Schiff-base ligand and its 4-brominated analogue,” Dalton Trans., pp. 6014, 2008. doi:10.1039/b808845d