ISSN 2456-0235

INDEXED IN 

International Journal of Modern Science and Technology

​​​​​International Journal of Modern Science and Technology, Vol. 2, No. 4, 2017, Pages 179-187.

 

Synthesis, structural and biological studies of complexes of Ti (III) with different Schiff bases  

G. Nizami*, S. Ahmad, A. Akhtar
Department of Chemistry, Sir Syed Faculty of Science, Bareilly College Bareilly (UP) 243005. Mohammad Ali Jauhar University, Rampur (UP) 244901. India. 

*Corresponding author’s e-mail: gulrezkhurramnizami@gmail.com

Abstract
The complexes of Ti (III) are prepared with the proposed ligands (5-Methyl2hydroxyacetophenonemorpholine-N- thiohydrazone, 5-Methyl2-hydroxyacetophenone antipyrine, 5-Methyl 2-hydroxyacetophenonethiosemicarbazone, 2-Hydroxy 5-chloro acetophenonemorpholine-N- thiohydrazone and 2-Hydroxy 5-chloro acetophenone, thiosemicarbazone). These ligands synthesized by the corresponding amino compounds and carbonyl compounds are characterized by molar conductivity, elemental analyses, magnetic susceptibility, electronic spectra, visible spectra, IR spectra and TGA.  The adducts have been characterized on the basis of elemental analyses,molar conductance,IR, visible spectra, magnetic susceptibility measurement and TGA. The ligands behave in dibasic Tridentate manner in 5-Methyl2hydroxyacetophenonemorpholine-N- thiohydrazone and 2-Hydroxy 5-chloro acetophenonemorpholine-N- thiohydrazone . while 5-Methyl2-hydroxyacetophenone antipyrine behaves in monobasic tridentate manner and 2-Hydroxy 5-chloro acetophenone, thiosemicarbazone and 5-Methyl 2-hydroxyacetophenonethiosemicarbazone behave in tribasic bidentate manner . All the complexes were paramagnetic and have octahedral geometry. The free ligands and their metal complexes have been screened for their in vitro biological activities against bacteria, fungi and yeast. The metal complexes show more potent activities compared with Schiff base ligands.

​​Keywords: Molar conductivity; Elemental analyses; Magnetic susceptibility; Octahedral geometry; Paramagnetic character.

References

  1. Chavan AA, Pai NR. Synthesis and biological activity of N-substituted-3-chloro-2 azetidinones. Molecules. 2007;12:2467-77.
  2. Chohan ZH, Ul-Hassan M, Khan KM, Supuran CT. In vitro antibacterial, antifungal and cytotoxic properties of sulfonamide derived Schiff's bases and their metal complexes. J Enz Inhib Med Chem. 2005;20:183-8.
  3. Sushilkumar SB, Devanand BS. Synthesis and Anti-inflammatory Activity of [2-(Benzothiazol-2-ylimino)-4-oxo-3-phenylthiazolidin-5-yl]-acetic acid derivatives. J Korean Chem Soc. 2003;47:237-40.
  4. Racane L, Kulenovic VT, Jakic LF, Boykin DW, Zamola GK. Synthesis of bis-substituted amidinobenzothiazoles as potential anti-HIV agents. Heterocycles. 2001;55:2085-98.
  5. Caleta I, Grdisa M, Sermek DM, Cetina M, Kulenovic VT, Pavelic K, et al. Synthesis, crystal structure and antiproliferative evaluation of some new substituted benzothiazoles and styrylbenzothiazoles. Farmaco. 2004;59:297-305.
  6. Supuran CT, Scozzafava A. Carbonic anhydrase and their therapeutic potentials. Exp Opin Ther Pat, 2000;10:575-600.
  7. Ogden RC, Flexner CW. Protease inhibitors in AIDS therapy. Marcel Dekker, New York: 2001.
  8. Supuran CT, Scozzafava A, Mastrolorenzo A. Bacterial proteases:Current therapeutic use and future prospects for the development of new antibiotics. Exp Opin Ther Pat. 2000;111:221-59.
  9. Larrow, J.F.; Jacobsen, E.N. Asymmetric processes catalyzed by chiral (salen)metal complexes. Top Organomet Chem. 2004; 6:123-152.
  10. Ambroziak, K.; Szypa, M. A synthesis of unsymmetrical chiral salen ligands derived from 2-hydroxynaphthaldehyde and substituted salicylaldehydes. Tetrahedron Lett. 2007;48:3331-3335.
  11. Zhang W, Jacobsen EN. Asymmetric olefin epoxidation with sodium hypochlorite catalyzed by easily prepared chiral Mn(III) salen complex. J Org Chem. 1991;56:2296-2298.
  12. Spero DM, Kapadia SR. A Novel method for the asymmetric synthesis of, -disubstituted alkylamines via Grignard additions to ketimines. J Org Chem 1997;62:5537-5541.
  13. Vetter AH, Berkessel A. Schiff-base ligands carrying two elements of chirality: Matchedmismatched effects in the vanadium-catalyzed sulfoxidation of thioethers with hydrogen peroxide. Tetrahedron Lett. 1998;39:1741-1744.
  14. Guo-Fu Z, Cheng-Lie Y. Asymmetric trimethylsilylcyanation of benzaldehyde catalyzed by novel Ti(IV)-chiral Schiff base complexes. J Mol Catal A: Chem. 1998;132:L1-L4.
  15. Shi M, Wang CJ. Axially dissymmetric binaphthyldiimine chiral Salen-type ligands for catalytic asymmetric addition of diethylzinc to aldehyde. Tetrahedron: Asymmetry. 2002;13:2161-2166.
  16. Temel, H.; Hosgoren, H. New Cu(II), Mn(III), Ni(II) and Zn(II) complexes with chiral quadridentate Schiff base. Transition Metal Chemistry 2002, 27, 609-612.
  17. Hayashi M, Inoue T, Miyamoto Y, Oguni N. Asymmetric carbon-carbon bond forming reactions catalyzed by chiral Schiff base-titanium alkoxide complexes. Tetrahedron. 1994;50:4385-4398
  18. Acikgoz FE. Effect of Chemical and Organic Fertilizer Applications on Lettuce (Lactuca sativa L. var. crispa) Nitrate Accumulation. Asian J Chem. 2009;21:5421-5426.
  19. Bermejo MR, Sousa A, Garcia-Deibe A, Maneiro M, Sanmartin M, Fondo J. Synthesis and characterization of new manganese(III) complexes with asymmetrical onsn Schiff bases. Polyhedron. 1999;18:511-518.
  20. Aswale SR, Mandlik PR, Aswale SS,  Aswar AS. Synthesis and characterization of Cr(III), Mn(III), Fe(III), Ti(III),YO(IV),Th (IV) , Zr(IV) UO2 (VI) polychelates derived from bis bidentate salicylaldimine Schiff base. lnd J Chem. 2003;42A:322-326.
  21. Nizami G, Garg P, Ahmad S. Synthesis and characterization of transition metal derivatives with 5-methyl 2-hydroxy acetophenone morpholine N –thiohydrazone. Orient J Chem. 2008;24(3), 1095-1098.
  22. Biradar NS, Kulkarni VH. A spectroscopic study of tin(IV) complexes with bidentate Schiff bases. Inorg nucl Chem. 33:1972:2451-2457.
  23. Kriza A, Ressi A, Florea S, Maghea A. Transition Metal Complexes of Heterocyclic Ligands. Part I. Complexes with Schiff Base Derived from Amino-dibenzofuran and Salicylaldehyde. Polish J Chem. 2000;74:585-588.
  24. Nakamota K. Infrared & Raman Spectra of inorganic & co-ordination compounds (5th Ed.) Wiley-Interscience, New York 1997.
  25. Ferro JR. Low Frequency Vibrations of Inorganic and co-ordination compounds. Plennm, New York, 1971.
  26. Soumitra KS, Pandey OP, Akhilesh KS, Mahendra KM, Chandra MT. Synthesis, spectral and antibacterial studies of bis(cyclopentadienyl)titanium(IV)/zirconium(IV) and mono(cyclopentadienyl)titanium(IV) complexes of antipyrine Schiff bases. J lnd Chem Soc. 2008;85:247-251.
  27. Mukhopadyay R, Bhattacharji S, Bhattacharya R. Generation of manganese-(III) versus-(IV) complexes with a conjugated ONS donor set: controlling effect of ligand substituents. J Chem Soc Dalton Trans. 1997;13:2267-2272.
  28. Mazumder UK, Gupta M, Bera A, Bhattacharya S, Karki S, Manikandan L, et al. Synthesis, antitumor and antibacterial activity of some Ru(bpy)2+2/4-substituted thiosemi-carbazide complexes. Indian J Chem. 2003;42A:313-317.
  29. Vaghasia Y, Nair R, Soni M, Baluja S, Chanda S. Synthesis, structural determination and antibacterial activity of compounds derived from vanilline and 4-aminoantipyrene. J Serb Chem Soc. 2004;69:991-998.
  30. Neelakantan MA, Rusalraj F, Dharmaraja J, Johnsonraja S, Jeyakumar T, Sankaranarayana Pillai M. Spectral characterization, cyclic voltammetry, morphology, biological activities and DNA cleaving studies of amino acid Schiff base metal(II) complexes. Spectrochim Acta A Mol Biomol Spectrosc. 2008;71:1599-609.
  31. Chohan ZH. Antibacterial and antifungal ferrocene incorporated dithiothione and dithioketone compounds. Appl Organomet Chem. 2006;20:112-116.