Synthesis, Spectral Characterization and Biological Evaluation of Chromium(III) Complexes of Schiff Base

Abstract

Complexes of chromium(III) metal ion with schiff base i.e. 2,3,9,10 tetraphenyl-1,4,8,11-tetra- azacyclotetradeca-1,3,8,10 tetraene. (BPD) 2,4,10,12-tetramethyl-1,5,9,13-tetraazacyclohexadeca- 1,4,9,12 tetraene. (ADP) 2,3,9,10 tetramethyl 1,4,8,11 tatraazatetredeca-1,3,8,10 tetraene (DDP) have been synthesized and characterized by elemental analysis, molar conductance, magnetic susceptibility measurements, electronic and epr spectral studies. On the basis of elemental analysis the complexes were found to have composition CrLX3 (X = Cl-, , NCS-), Molar conductance, measured in DMF solution of these complexes indicates that the complexes are 1:1 electrolytes in nature, therefore the complexes may be formulated as [CrLX2]X. These complexes show magnetic moment in the range of 3.80 - 3.84 B.M. corresponding to three unpaired electrons. EPR and electronic spectral studies reveal that the complexes possess six-coordinated octahedral geometry. The ligand field parameters were calculated using various energy level diagrams. In vitro synthesized compounds and metal salts have also been tested against some species of plant pathogenic fungi and bacteria in order to assess their antimicrobial properties.

Share and Cite:

Chandra, S. and Pipil, P. (2014) Synthesis, Spectral Characterization and Biological Evaluation of Chromium(III) Complexes of Schiff Base. Open Journal of Inorganic Chemistry, 4, 30-40. doi: 10.4236/ojic.2014.42005.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] Wang, Y., Liu, Y., Luo, J., Qi, H., Li, X., Nin, M., Liu, M., Shi, D., Zhu, W. and Cao, Y. (2011) Mettallomesogens Based on Platinum(II) Complexes: Synthesis, Luminescence and Polarized Emission. Dalton Transactions, 40, 5046-5051. http://dx.doi.org/10.1039/c0dt01515f
[2] Emeleus, L.C., Cupertino, D.C., Harris, S.G., Owens, S., Parsons, S., Swart, R.W., Tasker, P.A. and White, D.J. (2001) Diazopyrazolones as Weak Solvent Extract Ants for Copper from Ammonia Leach Solutions. Dalton Transactions, 2001, 1239-1245. http://dx.doi.org/10.1039/b101780m
[3] Oforka, N.C. and Mkpenie, V.N. (2007) A New Method of Synthesis of Azo Schiff Base Ligands with Azo and Azomethine Synthesis of N-4-Methoxy-Benzylidene-2-(3-Hydroxyphenylazo)-5-Hydroxy-Aniline and Its Nickel(II) Complexes. Chinese Journal of Chemistry, 25, 869-871.
http://dx.doi.org/10.1002/cjoc.200790159
[4] Hudson, S.A. and Maitlis, P.M. (1993) Calamitic Metallomesogens: Metal-Containing Liquid Crystals with Rodelike Shapes. Chemical Reviews, 93, 861-885. http://dx.doi.org/10.1021/cr00019a002
[5] Halve, A. and Goyal, A. (2001) Synthesis and Crystal Structure of 2-(2,3,4-Trimethoxy-6-Methylbenzylideneamino)phenol. Oriental Journal of Chemistry, 12, 87-88.
[6] Pandeya, S.N., Sriram, D., Nath, G. and de Clercq, E. (1999) Synthesis and Pharmacological Evaluations of Some Novel Isatin Derivatives for Antimicrobial Activity. II Farmaco, 54, 624-628.
http://dx.doi.org/10.1016/S0014-827X(99)00075-0
[7] Lashanizadegan, M. and Jamshidbeigi, M. (2012) Synthesis of N,N’-Bis[4-(benzeneazo)salicylaldehyde]4-methyl-1-2- phenylenediamine and Its Transition Metal Complexes. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 42, 507-512.
http://dx.doi.org/10.1080/15533174.2011.613432
[8] Hodnett, E.M. and Dunn, W.J. (1970) Synthesis of Novel Azo Schiff Base Bis[5,(4-methoxyphenylazo)-2-hydroxy-3-methoxy benzaldehyde]-1,2-Phenylenediamine. Journal of Medicinal Chemistry, 13, 768-770.
http://dx.doi.org/10.1021/jm00298a054
[9] Desai, S.B., Desai, P.B. and Desai, K.R. (2001) Synthesis and Spectroscopic Studies of New Schiff Bases. Heterocyclic Communications, 7, 83-90.
[10] Mitu, L., Ilis, M., Raman, N., Imran, M. and Ravichandran, S. (2012) Transition Metal Complexes of Isonicotinoyl-Hydrazone-4-Diphenylaminobenzaldehyde: Synthesis, Characterization and Antimicrobial Studies. E-Journal of Chemistry, 9, 365-372. http://dx.doi.org/10.1155/2012/298175
[11] Samadhiya, S. and Halve, A. (2001) 1-(4-{[(E)-(4-Diethylamino-2-Hydroxyphenyl)Methylene]Amino}phenyl)ethanone. Oriental Journal of Chemistry, 17, 119-122.
[12] Chandra, S. and Kumar, A. (2013) Spectral, Thermal and Morphological Studies on Chromium Nanoparticles. Spec- trochim Acta A: Molecular and Biomolecular Spectroscopy, 102, 250-255.
[13] Chandra, S., Bargujar, S. Nirwal, R. and Yadav, N. (2013) Synthesis, Spectral, Characterization and Biological Evaluation of Copper(II) and Nickel(II) Complexes with Thiosemicorbazone Derived from a Bidentate Schiff Base. Spectrochim Acta A: Molecular and Biomolecular Spectroscopy, 106, 91-98.
[14] Chandra, S. and Ruchi (2013) Synthesis, Spectroscopic Characterization, Molecular Modeling and Antimicrobial Ac- tivities of Mn(II), Co(II), Ni(II) Cu(II) Complexes Containing the Tetra Dentate Aza Schiff Base Ligand. Spectrochim Acta A: Molecular and Biomolecular Spectroscopy, 103, 338-348. http://dx.doi.org/10.1016/j.saa.2012.10.065
[15] Verma, S., Chandra, S., Dev, U. and Joshi, N. (2009) Synthesis, Spectral and Biological Studies of Nitrogen-Sulphur Donor Macrocyclic Ligand and Their Transition Metal Complexes. Spectrochimica Acta, 74, 370-374.
[16] Khan, T.A., Tabassum, S., Azim, Y. and Shakir, M. (2004) Synthesis and Physico-Chemical Studies on 18-Membered Octaazamacrocylic Complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) Ions. Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 34, 1305-1318. http://dx.doi.org/10.1081/SIM-200026200
[17] Gupta, S.K. and Kushwah, Y.S. (2001) Mononuclear Iron(III) Macrocyclic Complexes Derived from 4-Methyl-2,6-di- (Formyl/benzoyl)phenal and Diamines: Synthesis, Spectral Speciation and Electrochemical Behaviour. Polyhedron, 20, 2019-2025. http://dx.doi.org/10.1016/S0277-5387(01)00786-0
[18] Qian, M., Gou, S.H., Ju, H.X., Huang, W., Duan, C.Y. and You, X.Z. (2000) A Mononuclear Manganese(II) Complex of an Asymmetric Macrocyclic Ligand with a Sing Contraction [MnHLZ(ClO4)]·2.5H2O. Transition Metal Chemistry, 25, 584-588. http://dx.doi.org/10.1023/A:1007050902958
[19] Chandra, S. and Gupta, L.K. (2002) Chromium(III), Manganese(II), Iron(III), Cobalt(II), Nickel (II), and Copper(II) Complexes with a Pentadentate, 15-Membered New Macrocyclic Ligand. Transition Metal Chemistry, 27, 196-199.
http://dx.doi.org/10.1023/A:1013935602736
[20] Schwarz, K. and Mertz, W. (1957) Efficancy of Chromium Supplementation in Athletes: Emphasis on Anabolism. Archives of Biochemistry and Biophysics, 72, 515. http://dx.doi.org/10.1016/0003-9861(57)90228-X
[21] Schwarz, K. and Mertz, W. (1959) Chromium in Plants Comparison between the Concentration of Chromium in Brazilian Nonhypo and Hypoglcemic Plants. M.J. Physial, 196, 614.
[22] Jennette, K.W. (1982) Hand Book on Metalloproteins. Journal of the American Chemical Society, 108, 874.
http://dx.doi.org/10.1021/ja00367a050
[23] Burrows, D. (1983) Chromium Metabolism and Twicity. CRC Press, Boca Raton.
[24] Vincent, J.B. (2001) The Bioinorganic Chemistry of Chromium (III). Polyhedron, 20, 1-26.
[25] Perumareddi, J.R. (1969) Electronic Spectra of Quardarate Cr(III) Complexes. Coordination Chemistry Review, 573.
[26] Jorgensen, C.K. (1967) Neptunium(VII), Nobelium (II), 126(IV) and Other Unexpected Oxidation States of Trans-Uranium Elements. Helvetica Chimica Acta, 131.
[27] Lever, A.B.P. (1968) Ligand Field Parameter. Coordination Chemistry Review, 4, 119.
http://dx.doi.org/10.1016/S0010-8545(00)80107-1
[28] Kumar, U.A. and Chandra, S. (1993) Semicarbazone, Thiosemicarbozone Cr(III) Complexes. Transition Metal Chemistry, 18, 342-344.
[29] Chandra, S. and Sharma, S. (2007) Synthesis and Spectral Studies of Transition Metal Complexes with 1,5:11,15-Dimethane-2,4,10,12,-Tetramethyl-[1,5,9,13]-Tetraazahexadeca-1,3,5,6,10,11,13,15,16,20-Decene a Sixteen-Membered Tetradentate Macrocyclic Ligand. Transition Metal Chemistry, 32, 150-154.
http://dx.doi.org/10.1007/s11243-006-0117-y
[30] Owen, J. and Roy, P. (1955) The Colour and Magnetic Properties of Hydrated Iorn Group Salts and Evidence for Covalent Bonding. Proceedings of the Royal Society A London, 227, 183-200. http://dx.doi.org/10.1098/rspa.1955.0003
[31] Chandra, S., Jain, D. and Sharma, A.K. (2009) Coordination Modes of a Schiff Base Pentadentate Derivative of 4-Aminoantipyrine with Cobalt(II), Nickel(II) and Copper(II) Metal Ions: Synthesis, Spectroscopic and Antimicrobial Studies. Molecules, 14, 174-190.
[32] Singh, D.P., Kamboj, M., Kumar, K., Jain, K. and Sharma, C. (2011) Divalent Metal Macrocyclic Complexes Derived from Acetonylacetone and Carbohydrazide with Their Spectroscopic and Antibacterial Studies. Journal of Coordination Chemistry, 64, 502-510.
[33] Grurumoorthy, P., Ravichandran, J., Karthikeyan, N., Palani, P. and Kalilur, R.A. (2012) Template Synthesis of Polyaza Macrocyclic Copper(II) and Nickel(II) Complexes. Spectral Characterization and Antimicrobial Studies. Bulletin of the Korean Chemical Society, 33, 2279.
[34] Chandra, S. and Pipil, P. (2013) EPR, IR, Mass and Electronic Spectroscopic Studies on Newly Synthesized 23,24-Dioxo-1,6,9,12,17,20-Hexaazacyclotracosa-1,5,12,16-Tetraene Macrocyclic Ligand(L) and Its Transition Metal Complexes. Journal of Chemical and Pharmaceutical Research, 5, 99-104.

Copyright © 2024 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.