Synthesis, Electrochemical and Antimicrobial Studies of Me6-Dibenzotetraazamacrocyclic Complexes of Ni(II) and Cu(II) Metal Ions

 Sweety Sweety , Vinod Kumar Vashistha Vinod Kumar Vashistha , Anuj Kumar Anuj Kumar , Randhir Singh Randhir Singh
Российский электрохимический журнал
Abstract / Full Text

Me6-dibenzotetraaza[14] annulene type macrocyclic complexes of Ni(II) and Cu(II) have been synthesized by template method and characterized by employing various techniques like molar conductance measurement, elemental (C, H, N) analysis, IR, UV-Vis, mass spectra and cyclic voltammetry. On the basis of electronic studies saddle shape distorted octahedral structure have been assigned to these macrocyclic complexes. The redox behavior of Ni(II) and Cu(II) macrocyclic complexes showed reversible and quasiirreversible redox process that supported by the ipc/ipa ratio which is in good agreement with Randles-Sevcik equation. These macrocyclic complexes were also studied for the antimicrobial activity against E. coli, P. aeruginosa, B. subtilis, S. aureus and C. albicans compared with Gentamycinas standard drug.

Author information
  • Department of Chemistry, Gurukula Kangri University, Haridwar, 249404, India

    Sweety, Anuj Kumar & Randhir Singh

  • Department of Chemistry, GLA University, Mathura, Uttar Pradesh, 281406, India

    Vinod Kumar Vashistha

  1. Vijayaraj, A., Prabu, R., Suresh, R., and Sivaraj, C., New acyclic Schiff-base copper(II) complexes and their electrochemical, catalytic, and antimicrobial studies, J. Coord. Chem., 2011, vol. 64, p. 637.
  2. Yoo, H.D., Shterenberg, I., and Gofer, Y., Mg rechargeable batteries: an on-going challenge, Energy Environ. Sci., 2013, vol. 6, p. 2265.
  3. Dilip, C.S., Siva Kumar, V., and Prince, J., Synthesis and characterization of macrocyclic complexes of Co(II), Ni(II) and Cu(II), Ind. J. Chem. Tech., 2012, vol. 19, p. 351.
  4. Puhilbhai, G., Vasudhevan, S., and Kutti, R.S., Spectrochim. Acta. Mol. Biomol., 2009, vol. 72, p. 687.
  5. Kumar, A., Vashistha, V.K., Tevatia, P., and Singh, R., Electrochemical studies of DNA interaction and antimicrobial activities of MnII, FeIII, CoII and NiII Schiff base tetraazamacrocyclic complexes, Spectrochim. Acta, 2017, vol. 176, p. 123.
  6. Alexander, J.B., Jaume, C., and Francesco, A.D., Mixed aza-thia crowns containing the 1,10-phenanthroline sub-unit. Substitution reactions in [NiL(MeCN)][BF4]2 {L = 2,5,8-trithia[9](2,9)-1,10-phenanthrolinophane}, J. Chem. Soc. Dalton. Trans., 1999}, vol. 7}, p. 1
  7. Siddiqi, A.Z., Khalid, M., and Kumar, S., Spectral and electro-chemical characterization of transition metal complexes of a modified [N6] macrocycle. A mimic to cyclic hexapeptide, Trans. Met. Chem., 2007, vol. 32, p. 913.
  8. Mountford, P., Dibenzotetraaza[14]annulenes: versatile ligands for transition and main group metal chemistry, J. Am. Chem. Soc. Rev., 1998, vol. 27, p. 105.
  9. Chandra, S. and Gupta, L.K., Spectroscopic studies on Mn(II), Co(II), Ni(II), and Cu(II) complexes with N-donor tetradentate (N4) macrocyclic ligand drived from ethylcinnamate moiety, Spectrochim. Acta A, 2004, vol. 60, p. 2767.
  10. Paryzek, W.R., Patroniak, V., and Lisowski, J., Metal complexes of polyaza and polyoxa Schiff base macrocycles, Coord. Chem. Rev., 2005, vol. 249, p. 2156.
  11. Kumar, A. and Singh, R., Voltammetric determination of molecular modeling parameters for pentaazamacrocyclic complexes of Mn(II) and Co(II), Anal. Bioanal. Electrochem., 2016, vol. 3, p. 382.
  12. Lever, A.B.P., Spectroscopic, thermal and magnetic properties of some transition metal complexes derived from 1-phenyl-3-substituted-4-nitroso-5-pyrazolones, in Inorganic Electronic Spectroscopy, 2nd ed., Amsterdam: Elsevier, 1984.
  13. Constable, E.C., Coordination Chemistry of Macrocyclic Compounds, New York: Oxford Univ. Press, 1999.
  14. Unver, H. and Hayvah, Z., Synthesis, spectroscopic studies and structures of square-planar nickel(II) and copper(II) complexes derived from 2-{(Z)-[furan-2-ylmethyl]imino]methyl}-6-methoxyphenol, Spectrochim. Acta A, 2010, vol. 75, p. 782.
  15. Roznyatovskaya, N.V., Tsirlina, G.A., and Roznyatovskii, V.V., Electroreduction of a binuclear macrocyclic complex of copper(II) of the Robson type in aqueous solutions, Russ. J. Electrochem., 2004, vol. 40, p. 955.
  16. Zhang, J., Yang, Z., and Chengyong, C., Synthesis, crystal structures, electrochemical studies, and antioxidant activities of manganese(II) and copper(II) complexes of bis(N-allylbenzimidazol-2-ylmethyl)aniline, Trans. Met. Chem., 2015, vol. 40, p. 152.
  17. Singh, D.P., Malik, V., Kumar, R., and Kumar, K., Template synthesis of macrocyclic complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II): Spectro-scopic, antibacterial and antifungal studies, J. Serb. Chem. Soc., 2010, vol. 75, p. 763.
  18. Manawadevi, Y., Udugala, G., and Yuping, L., Synthesis, characterization, crystal structure, electrochemical properties and electrocatalytic activity of an unexpected nickel(II) Schiff base complex derived from bis(acetyl-acetonato)nickel(II), acetone and ethylenediamine, Trans. Met. Chem., 2014, vol. 39, p. 891.
  19. Kulkarni, A.D., Patil, S.A., and Badami, P.S., Electrochemical properties of some transition metal complexes: synthesis, characterization and in-vitro antimicrobial studies of Co(II), Ni(II), Cu(II), Mn(II) and Fe(III) complexes, Int. J. Electrochem. Sci., 2009, vol. 4, p. 717.
  20. Al-Bishri, H.M., El-Mossalamy, E.H., and El-Hallag, I.S., Convolutive cyclic voltammetry investigation of dicarboximide laser dye at a platinum electrode in 1,2-dichloroethane, Korean Chem. Soc., 2011, vol. 55, p. 169.
  21. Kumar, A., Vashistha, V.K., Tevatia, P., and Singh, R., Voltammetric determination of molecular modeling parameters for pentaazamacrocyclic complexes of Mn(II) and Co(II), Anal. Bioanal. Electrochem., 2016, vol. 8, p. 848.
  22. Mishra, A.K., Bhattachrjee, B., and Rangarajan, S.K., Theory of electron transfer processes via chemisorbed intermediates: part II. Current-potential characteristics, J. Electroanal. Chem., 1992, vol. 331, p. 801.
  23. Chao, H., Mei, W., and Huang, Q., DNA binding studies of ruthenium(II) complexes containing asymmetric tridentate ligands, J. Inorg. Biochem., 2002, vol. 92, p. 165.
  24. Sakata, K., Terada, O., Honda, T., and Hashimato, M., Preparation and axial ligation behavior of a (2,3,11,12-tetramethyldibenzo [b, i][1,4,8,11]tetraaza-cyclotetradecinato) coba (II), Synth. Reac. Inorg. Met. Org. Chem, 1993, vol. 23, p. 373.
  25. Andrews, J.M., Determination of minimum inhibitory concentrations, J. Antimicrob. Chemo Ther., 2001, vol. 48, p. 5.
  26. Kumar, A., Vashistha, V.K., Tevatia, P., and Sweety, S.R., Antimicrobial studies of tetraazamacrocyclic complexes of Fe(III) and Co(II), Der Pharma Chem, 2016, vol. 8, p. 146.