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Synthesis and Enzymatic Behaviour of Mono- and Dinuclear Complexes of Bivalent Transition Metal Ions with Schiff Base Derived from 2,6-Dibenzoyl-4-methylphenol and 2,6-Diaminopyridine
Corresponding Author(s) : Jagdish Chander
Asian Journal of Chemistry,
Vol. 27 No. 10 (2015): Vol 27 Issue 10
Abstract
The synthesis of Schiff base ligand 13,27-dimethyl-2,10,16,24-tetraphenyl-3,9,17,23,31,32-hexaazapentacyclo[26.3.1.14,8.111,15.118,22]-dotriaconta-1(28),2,4(31),5,7,9,11,13,15(30),16,18,20,22(32),23,25(29),26-hexadecaen-29,30-diol (H2L) and its mono- and dinuclear complexes with VO(IV), Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) has been accomplished by both direct as well as template methods. The compounds have been characterized by elemental analyses, molecular weight determinations, molar conductance, room temperature magnetic moments, infrared, electronic and 1H NMR spectral data. The macrocyclic ligand complexes have been proposed to have distorted octahedral geometries around the metal ions. The mono- and dinuclear complexes have been evaluated for peroxidase-like activity.
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- J.M. Lehn and J. Simon, Helv. Chim. Acta, 60, 141 (1977); doi:10.1002/hlca.19770600116.
- R.E. Mewis and S.J. Archibald, Coord. Chem. Rev., 254, 1686 (2010); doi:10.1016/j.ccr.2010.02.025.
- D.E. Fenton, Chem. Soc. Rev., 28, 159 (1999); doi:10.1039/a805645e.
- W.H. Armstrong, in ed.: L. Que Jr., Metal Clusters in Proteins, American Chemical Society, Washington, pp. 1-27 (1988).
- D.E. Fenton, M. Mercer, N.S. Poonia and M.R. Truter, J. Chem. Soc. Chem. Commun., 66 (1972); doi:10.1039/c39720000066.
- M. A. Riyadh, I. Y. Enaam, A. H. Hasan and J. A. Mohamad, The Scientific World J., Article ID 289805 (2013); doi:10.1155/2013/289805.
- B. Belghoul, I. Welterlich, A. Maier, A. Toutianoush, A.R. Rabindranath and B. Tieke, Langmuir, 23, 5062 (2007); doi:10.1021/la062044c.
- R. Malhotra, S. Kumar and H.R. Jyoti, Indian J. Chem., 39A, 421 (2000).
- A.I. Vogel, Textbook of Practical Organic Chemistry Including Qualitative Organic Analysis, Longman, Essex, England (1978).
- S.K. Mandal and K. Nag, J. Chem. Soc., Dalton Trans., 2429 (1983); doi:10.1039/dt9830002429.
- L.M. Shannon, E. Kay and J.Y. Lew, J. Biol. Chem., 241, 2166 (1966).
- W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); doi:10.1016/S0010-8545(00)80009-0.
- V.K. Rastogi, A.K. Katiyar, R.C. Saxena and A.K. Kotnala, J. Indian Chem. Soc., 60, 694 (1988).
- A.C. Hiremath, Z.S. Qureshi, K.M. Reddy and M.B. Halli, Indian J. Chem., 30A, 290 (1991).
- V.K. Sharma, O.P. Pandey, S.K. Sengupta and D.M. Halepoto, Transition Met. Chem., 14, 263 (1989); doi:10.1007/BF01098225.
- S. Goel, U.K. Pandey, O.P. Pandey and S.K. Sengupta, J. Coord. Chem., 17, 227 (1988); doi:10.1080/00958978808070773.
- A.D. Keramidas, A.B. Papaioannou, A. Vlahos, T.A. Kabanos, G. Bonas, A. Makriyannis, C.P. Rapropoulou and A. Terzis, Inorg. Chem., 35, 357 (1996); doi:10.1021/ic9503803.
- S. Srivastava, O.P. Pandey and S.K. Sengupta, Transition Met. Chem., 21, 262 (1996); doi:10.1007/BF00165980.
- S. Yadav, O.P. Pandey and S.K. Sengupta, Transition Met. Chem., 20, 107 (1995); doi:10.1007/BF00167006.
- N.A. Ballhausen and H.B. Gray, Inorg. Chem., 1, 111 (1962); doi:10.1021/ic50001a022.
- A.B.P. Lever, Inorganic Electron Spectroscopy, Elsevier, Amsterdam (1984).
- W.P. Griffith, J. Chem. Soc. A, 211 (1969); doi:10.1039/j19690000211.
- K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York, edn 3 (1978).
- R. Das, R.K. Nanda, K. Venkatsubramanian, P. Paul and K. Nag, J. Chem. Soc., Dalton Trans., 1253 (1992); doi:10.1039/dt9920001253.
- N. Singh, N.K. Sangwan and K.S. Dhindsa, Pest Manage. Sci., 56, 284 (2000); doi:10.1002/(SICI)1526-4998(200003)56:3<284::AID-PS128>3.0.CO;2-M.
- K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds. Wiley-Interscience, New York (1970).
- N.N. Greenwood and A. Earnshaw, Chemistry of the Elements, Pergamon Press, New York (1989).
- D. Nicholas, Comprehensive Inorganic Chemistry, Pergamon, New York (1978).
- A.K. Rana and J.R. Shah, J. Indian Chem. Soc., 63, 281 (1986).
- P. Guerriero, P.A. Vigato, J.C.G. Bunzli and E. Moret, J. Chem. Soc., Dalton Trans., 647 (1990); doi:10.1039/dt9900000647.
- M. Mohan, N.S. Gupta, L. Chandra and N.K. Jha, J. Inorg. Biochem., 31, 7 (1987); doi:10.1016/0162-0134(87)85002-X.
References
J.M. Lehn and J. Simon, Helv. Chim. Acta, 60, 141 (1977); doi:10.1002/hlca.19770600116.
R.E. Mewis and S.J. Archibald, Coord. Chem. Rev., 254, 1686 (2010); doi:10.1016/j.ccr.2010.02.025.
D.E. Fenton, Chem. Soc. Rev., 28, 159 (1999); doi:10.1039/a805645e.
W.H. Armstrong, in ed.: L. Que Jr., Metal Clusters in Proteins, American Chemical Society, Washington, pp. 1-27 (1988).
D.E. Fenton, M. Mercer, N.S. Poonia and M.R. Truter, J. Chem. Soc. Chem. Commun., 66 (1972); doi:10.1039/c39720000066.
M. A. Riyadh, I. Y. Enaam, A. H. Hasan and J. A. Mohamad, The Scientific World J., Article ID 289805 (2013); doi:10.1155/2013/289805.
B. Belghoul, I. Welterlich, A. Maier, A. Toutianoush, A.R. Rabindranath and B. Tieke, Langmuir, 23, 5062 (2007); doi:10.1021/la062044c.
R. Malhotra, S. Kumar and H.R. Jyoti, Indian J. Chem., 39A, 421 (2000).
A.I. Vogel, Textbook of Practical Organic Chemistry Including Qualitative Organic Analysis, Longman, Essex, England (1978).
S.K. Mandal and K. Nag, J. Chem. Soc., Dalton Trans., 2429 (1983); doi:10.1039/dt9830002429.
L.M. Shannon, E. Kay and J.Y. Lew, J. Biol. Chem., 241, 2166 (1966).
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); doi:10.1016/S0010-8545(00)80009-0.
V.K. Rastogi, A.K. Katiyar, R.C. Saxena and A.K. Kotnala, J. Indian Chem. Soc., 60, 694 (1988).
A.C. Hiremath, Z.S. Qureshi, K.M. Reddy and M.B. Halli, Indian J. Chem., 30A, 290 (1991).
V.K. Sharma, O.P. Pandey, S.K. Sengupta and D.M. Halepoto, Transition Met. Chem., 14, 263 (1989); doi:10.1007/BF01098225.
S. Goel, U.K. Pandey, O.P. Pandey and S.K. Sengupta, J. Coord. Chem., 17, 227 (1988); doi:10.1080/00958978808070773.
A.D. Keramidas, A.B. Papaioannou, A. Vlahos, T.A. Kabanos, G. Bonas, A. Makriyannis, C.P. Rapropoulou and A. Terzis, Inorg. Chem., 35, 357 (1996); doi:10.1021/ic9503803.
S. Srivastava, O.P. Pandey and S.K. Sengupta, Transition Met. Chem., 21, 262 (1996); doi:10.1007/BF00165980.
S. Yadav, O.P. Pandey and S.K. Sengupta, Transition Met. Chem., 20, 107 (1995); doi:10.1007/BF00167006.
N.A. Ballhausen and H.B. Gray, Inorg. Chem., 1, 111 (1962); doi:10.1021/ic50001a022.
A.B.P. Lever, Inorganic Electron Spectroscopy, Elsevier, Amsterdam (1984).
W.P. Griffith, J. Chem. Soc. A, 211 (1969); doi:10.1039/j19690000211.
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York, edn 3 (1978).
R. Das, R.K. Nanda, K. Venkatsubramanian, P. Paul and K. Nag, J. Chem. Soc., Dalton Trans., 1253 (1992); doi:10.1039/dt9920001253.
N. Singh, N.K. Sangwan and K.S. Dhindsa, Pest Manage. Sci., 56, 284 (2000); doi:10.1002/(SICI)1526-4998(200003)56:3<284::AID-PS128>3.0.CO;2-M.
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds. Wiley-Interscience, New York (1970).
N.N. Greenwood and A. Earnshaw, Chemistry of the Elements, Pergamon Press, New York (1989).
D. Nicholas, Comprehensive Inorganic Chemistry, Pergamon, New York (1978).
A.K. Rana and J.R. Shah, J. Indian Chem. Soc., 63, 281 (1986).
P. Guerriero, P.A. Vigato, J.C.G. Bunzli and E. Moret, J. Chem. Soc., Dalton Trans., 647 (1990); doi:10.1039/dt9900000647.
M. Mohan, N.S. Gupta, L. Chandra and N.K. Jha, J. Inorg. Biochem., 31, 7 (1987); doi:10.1016/0162-0134(87)85002-X.