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Synthesis, Characterization and Antibacterial Studies of VO(IV), Cu(II), Ni(II), Co(II) Chelates of Tetradentate Schiff Base Derived from Benzil and Anthranilic Acid
Corresponding Author(s) : M.S. Suresh
Asian Journal of Chemistry,
Vol. 29 No. 6 (2017): Vol 29 Issue 6
Abstract
A novel tetradentate N2O2 type Schiff base, synthesized from benzil and 2-aminobenzoic acid (anthranilic acid) in the ratio 1:2, form stable complexes with transition metal ions such as VO(IV), Cu(II), Ni(II) and Co(II) in ethanol. Microanalytical data, magnetic susceptibility, molar conductance measurements, FTIR, UV-visible, ESR spectroscopic techniques and thermal analysis were used to confirm their structures. These complexes show very low conductance values supporting non-electrolytic nature. The infrared spectra supports the involvement of azomethine nitrogens and oxygen from carboxylate ion are coordinated to the metal. Electronic spectra of the complexes suggest a square pyramidal geometry for oxovanadium(IV) complex [VO(L)], distorted octahedral geometry for Cu(II) and Co(II)complexes and octahedral geometry for Ni(II) complexes with general formula [M(L)(H2O)2] where M = Cu(II), Ni(II), Co(II). The X-band ESR spectra of VO(IV) and Cu(II) complexes were recorded in DMSO at LNT and their parameters were calculated. All these complexes are paramagnetic and thermal studies show that in all the cases a stable metal oxide was obtained as the residue. The metal complexes have been screened for their antibacterial activity against organisms like E. coli, S. aureus, Serattai sp, P. aeruginosa and B. cereus and it was found that the complexes were more active than the corresponding ligand.
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- B. Kumar, B.K. Rai and N. Ambastha, Oriental J. Chem., 27, 1173 (2011).
- H. Torayama, T. Nishide, H. Asada, M. Fujiwara and T. Matsushita, Polyhedron, 16, 3787 (1997); https://doi.org/10.1016/S0277-5387(97)00148-4.
- T. Punniyamurthy, S.J.S. Kalra and J. Iqbal, Tetrahedron Lett., 36, 8497 (1995); https://doi.org/10.1016/0040-4039(95)01780-L.
- G.S. Trivedi and N.C. Desai, Indian J. Chem., B31, 366 (1992).
- S. Kumar. D.N. Dhar and P.N. Saxena, J. Sci. Ind. Res., 68, 181 (2009).
- B.B. Mahapatra, B.K. Mahapatra and S. Guru, J. Inorg. Nucl. Chem., 39, 2291 (1977); https://doi.org/10.1016/0022-1902(77)80419-3.
- V.B. Rana, D.P. Singh, D.P. Singh and M.P. Teotia, Transition Met. Chem., 7, 174 (1982); https://doi.org/10.1007/BF01035836.
- S. Chandra and K.K. Sharma, Transition Met. Chem., 8, 1 (1983); https://doi.org/10.1007/BF00618784.
- W.U. Malik, R. Bembi, R. Singh, S.P. Taneja and D. Raj, Inorg. Chim. Acta, 68, 223 (1983); https://doi.org/10.1016/S0020-1693(00)88965-3.
- P. Bora and H.S. Yadav, Iranian J. Sci. Technol., 37A3, 310 (2013).
- G.G. Mohamed, M.M.M. Omar and A.M.M. Hindy, Spectrochim. Acta Part A: Molecul. Biomol. Spectrosc., 62, 1140 (2005); https://doi.org/10.1016/j.saa.2005.03.031.
- K.B. Gudasi, V.C. Havanur, S.A. Patil and B.R. Patil, Metal Based Drugs, Article ID 37348 (2007); https://doi.org/10.1155/2007/37348.
- K. Nakomato, Infrared Spectra of Inorganic and Coordination Compounds, Wiley, New York, pp. 234-241 (1963).
- K.S. Patel and M.O. Agwara, Nigerian J. Sci., 24, 107 (1990).
- X.R. Bu, E.A. Mintz, X.Z. You, R.X. Wang, Y. Qi, Q.J. Meng, Y.J. Lu and D. Van Derveer, Polyhedron, 15, 4585 (1996); https://doi.org/10.1016/0277-5387(96)00220-3.
- J.R. Zamian, E.R. Dockal, G. Castellano and G. Oliva, Polyhedron, 14, 2411 (1995); https://doi.org/10.1016/0277-5387(95)00071-Y.
- A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier, NewYork, edn 2 (1968).
- L.N. Sharada and M.C. Ganorkar, Indian J. Chem., 27A, 617 (1988).
- R.L. Dutta and A. Syamal, Elements of Magnetochemistry, East West Press, New Delhi, edn 2 (1992).
- R.L. Farmer and F.L. Urbach, Inorg. Chem., 13, 587 (1974); https://doi.org/10.1021/ic50133a017.
- B.N. Figgis, Introduction to Ligand Fields, Interscience, New York, p. 218 (1966).
- M.S. Suresh and M. Padmanabhan, Asian J. Chem., 25, 769 (2013); https://doi.org/10.14233/ajchem.2013.14564.
- A.L. Sharma, I.O. Singh, M.A. Singh, H.R. Singh, R.M. Kadam, M.K. Bhide and M.D. Sastry, Transition Met. Chem, 26, 532 (2001); https://doi.org/10.1023/A:1011063631998.
- T.F. Yen, Electron Spin Resonance of Metal Complexes, Plenum Press, New York, edn 1 (1969).
- B.J. Hathaway and D.E. Billing, Coord. Chem. Rev., 5, 143 (1970); https://doi.org/10.1016/S0010-8545(00)80135-6.
- I.M. Procler, B.J. Hathaway and P. Nicholls, J. Chem. Soc. A, 1678 (1986); https://doi.org/10.1039/J19680001678.
- M.S. Suresh and V. Prakash, Int. J. Phys. Sci., 5, 1443 (2010).
- N. Raman, S. Ravichandran and C. Thangaraja, Indian Acad. Sci. J. Chem. Sci., 116, 214 (2004).
- Z. Shirin and R.M. Mukherjee, Polyhedron, 11, 2625 (1992); https://doi.org/10.1016/S0277-5387(00)80232-6.
References
B. Kumar, B.K. Rai and N. Ambastha, Oriental J. Chem., 27, 1173 (2011).
H. Torayama, T. Nishide, H. Asada, M. Fujiwara and T. Matsushita, Polyhedron, 16, 3787 (1997); https://doi.org/10.1016/S0277-5387(97)00148-4.
T. Punniyamurthy, S.J.S. Kalra and J. Iqbal, Tetrahedron Lett., 36, 8497 (1995); https://doi.org/10.1016/0040-4039(95)01780-L.
G.S. Trivedi and N.C. Desai, Indian J. Chem., B31, 366 (1992).
S. Kumar. D.N. Dhar and P.N. Saxena, J. Sci. Ind. Res., 68, 181 (2009).
B.B. Mahapatra, B.K. Mahapatra and S. Guru, J. Inorg. Nucl. Chem., 39, 2291 (1977); https://doi.org/10.1016/0022-1902(77)80419-3.
V.B. Rana, D.P. Singh, D.P. Singh and M.P. Teotia, Transition Met. Chem., 7, 174 (1982); https://doi.org/10.1007/BF01035836.
S. Chandra and K.K. Sharma, Transition Met. Chem., 8, 1 (1983); https://doi.org/10.1007/BF00618784.
W.U. Malik, R. Bembi, R. Singh, S.P. Taneja and D. Raj, Inorg. Chim. Acta, 68, 223 (1983); https://doi.org/10.1016/S0020-1693(00)88965-3.
P. Bora and H.S. Yadav, Iranian J. Sci. Technol., 37A3, 310 (2013).
G.G. Mohamed, M.M.M. Omar and A.M.M. Hindy, Spectrochim. Acta Part A: Molecul. Biomol. Spectrosc., 62, 1140 (2005); https://doi.org/10.1016/j.saa.2005.03.031.
K.B. Gudasi, V.C. Havanur, S.A. Patil and B.R. Patil, Metal Based Drugs, Article ID 37348 (2007); https://doi.org/10.1155/2007/37348.
K. Nakomato, Infrared Spectra of Inorganic and Coordination Compounds, Wiley, New York, pp. 234-241 (1963).
K.S. Patel and M.O. Agwara, Nigerian J. Sci., 24, 107 (1990).
X.R. Bu, E.A. Mintz, X.Z. You, R.X. Wang, Y. Qi, Q.J. Meng, Y.J. Lu and D. Van Derveer, Polyhedron, 15, 4585 (1996); https://doi.org/10.1016/0277-5387(96)00220-3.
J.R. Zamian, E.R. Dockal, G. Castellano and G. Oliva, Polyhedron, 14, 2411 (1995); https://doi.org/10.1016/0277-5387(95)00071-Y.
A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier, NewYork, edn 2 (1968).
L.N. Sharada and M.C. Ganorkar, Indian J. Chem., 27A, 617 (1988).
R.L. Dutta and A. Syamal, Elements of Magnetochemistry, East West Press, New Delhi, edn 2 (1992).
R.L. Farmer and F.L. Urbach, Inorg. Chem., 13, 587 (1974); https://doi.org/10.1021/ic50133a017.
B.N. Figgis, Introduction to Ligand Fields, Interscience, New York, p. 218 (1966).
M.S. Suresh and M. Padmanabhan, Asian J. Chem., 25, 769 (2013); https://doi.org/10.14233/ajchem.2013.14564.
A.L. Sharma, I.O. Singh, M.A. Singh, H.R. Singh, R.M. Kadam, M.K. Bhide and M.D. Sastry, Transition Met. Chem, 26, 532 (2001); https://doi.org/10.1023/A:1011063631998.
T.F. Yen, Electron Spin Resonance of Metal Complexes, Plenum Press, New York, edn 1 (1969).
B.J. Hathaway and D.E. Billing, Coord. Chem. Rev., 5, 143 (1970); https://doi.org/10.1016/S0010-8545(00)80135-6.
I.M. Procler, B.J. Hathaway and P. Nicholls, J. Chem. Soc. A, 1678 (1986); https://doi.org/10.1039/J19680001678.
M.S. Suresh and V. Prakash, Int. J. Phys. Sci., 5, 1443 (2010).
N. Raman, S. Ravichandran and C. Thangaraja, Indian Acad. Sci. J. Chem. Sci., 116, 214 (2004).
Z. Shirin and R.M. Mukherjee, Polyhedron, 11, 2625 (1992); https://doi.org/10.1016/S0277-5387(00)80232-6.