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Original Articles

Synthesis and Characterization of Some New 2-Amino-3-Hydroxypyridine Schiff Base Compounds and Their Interactions with Group 13 Metal Ions

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Pages 329-335 | Received 18 Jun 2011, Accepted 02 Aug 2011, Published online: 24 Apr 2012

REFERENCES

  • Raman , N. , Sobha , S. and Thamaraichelvan , A. 2011 . A novel bioactive tyramine derived Schiff base and its transition metal complexes as selective DNA binding agents . Spectrochim. Acta, A , 78 : 888 – 898 .
  • Nayak , S. , Gamez , P. , Kozlevc , B. , Pevec , A. , Roubeau , O. , Dehnen , S. and Reedijk , J. 2010 . Coordination compounds from the planar tridentate Schiff-base ligand 2-methoxy-6((quinolin-8-ylimino)methyl)phenol (mqmpH) with several transition metal ions: Use of [FeIII(mqmp)(CH3OH)Cl2] in the catalytic oxidation of alkanes and alkenes . Polyhedron , 29 : 2291 – 2296 .
  • Gupta , K. C. , Sutara , A. K. and Lin , C. C. 2009 . Polymer-supported Schiff base complexes in oxidation reactions . Coord. Chem. Rev. , 253 : 1926 – 1946 .
  • Chu , Z. , Huang , W. , Wang , L. and Gou , S. 2008 . Chiral 27-membered [3 + 3] Schiff-base macrocycles and their reactivity with first-row transition metal ions . Polyhedron , 27 : 1079 – 1092 .
  • Malacea , R. , Poli , R. and Manoury , E. 2010 . Asymmetric hydrosilylation, transfer hydrogenation and hydrogenation of ketones catalyzed by iridium complexes . Coord. Chem. Rev. , 254 : 729 – 752 .
  • Tanaka , K. , Shimoura , R. and Caira , M. R . 2010 . Synthesis, crystal structures and photochromic properties of novel chiral Schiff base macrocycles . Tetrahedron Lett. , 51 : 449 – 452 .
  • Alizadeh , K. , Parooi , R. , Hashemi , P. , Rezaei , B. and Ganjali , M. R. 2011 . A new Schiff's base ligand immobilized agarose membrane optical sensor for selective monitoring of mercury ion . J. Hazard Mater. , 186 : 1794 – 1800 .
  • Sui , Y. , Hu , R. H. , Liu , D. S. and Wu , Q. 2011 . Adjustment of the structures and biological activities by the ratio of NiL to RE for two sets of Schiff base complexes [(NiL)nRE] (n = 1 or 2; RE = La or Ce) . Inorg. Chem. Commun. , 14 : 396 – 398 .
  • Cheng , K. , Zheng , Q. Z. , Hou , J. , Zhou , Y. , Liu , C. H. , Zhao , J. and Zhu , H. L . 2010 . Synthesis, molecular modeling and biological evaluation of PSB as targeted antibiotics . Bioorg. Med. Chem. , 18 : 2447 – 2455 .
  • Afkhami , A. , Khajavi , F. and Khanmohammadi , H. 2009 . Spectrophotometric determination of acidity and tautomeric constants and hydrogen bonding strength for a new Schiff base using hard modeling and multivariate curve resolution alternative least squares methods . Anal. Chim. Acta , 634 : 180 – 185 .
  • Bharti , S. K. , Nath , G. , Tilak , R. and Singh , S. K. 2010 . Synthesis, anti-bacterial and anti-fungal activities of some novel Schiff bases containing 2,4-disubstituted thiazole ring . Eur. J. Med. Chem. , 45 : 651 – 660 .
  • da Silva , C. M. , da Silva , D. L. , Modolo , L. V. , Alves , R. B. , de Resende , M. A. , Martins , C. V. B. and de Fátima , A. 2011 . Schiff bases: A short review of their antimicrobial activities . J. Adv. Res. , 2 : 1 – 8 .
  • El-Boraey , H. A. , Emam , S. M. , Tolan , D. A. and El-Nahas , A. M. 2011 . Structural studies and anticancer activity of a novel (N6O4) macrocyclic ligand and its Cu(II) complexes . Spectrochim. Acta, A , 78 : 360 – 370 .
  • Mohammadi , K. , Thompson , K. H. , Patrick , B. O. , Storr , T. , Martins , C. , Polishchuk , E. , Yuen , V. G. , McNeill , J. H. and Orvig , C. 2005 . Synthesis and characterization of dual function vanadyl, gallium and indium curcumin complexes for medicinal applications . J. Inorg. Biochem. , 99 : 2217
  • Tajbakhsh , S. , Mohammadi , K. , Deilami , I. , Zandi , K. , Fouladvand , M. , Ramedani , E. and Asayesh , G. 2008 . Antibacterial activity of indium curcumin and indium diacetylcurcumin . Afr. J. Biotechnol. , 7 : 3832 – 3835 .
  • Mohammadi , K. and Zahedi , M . 2011 . Tridentate Schiff base compounds of 2-aminophenol: Synthesis, characterization and complexation with IIIA elements . Global J. Inorg. Chem. , 3 : 2
  • Asadi , M. , Mohammadikish , M. , Mohammadi , K. , Mousavi , P. , Javidnia , K. and Miri , R. 2009 . Complexation of Group IIIA metals with asymmetric tridentate ligands: Synthesis, characterization, formation constants and cytotoxicity . Inorg. Chim. Acta , 362 : 4906 – 4912 .
  • Fellner , M. , Dillenburg , W. , Rösch , F. and Thews , O. 2010 . Imaging changes of p-glycoprotein activity in vivo with 68Ga-Schiff base . Nucl. Med. Biol. , 37 : 677 – 726 .
  • Bandoli , G. , Dolmella , A. , Tisato , F. , Porchia , M. and Refosco , F. 2009 . Mononuclear six-coordinated Ga(III) complexes: A comprehensive survey . Coord. Chem. Rev. , 253 : 56 – 77 .
  • Wang , J. Q. , Huang , L. , Gao , L. , Zhu , J. H. , Wang , Y. , Fan , X. and Zou , Z. 2008 . A small and robust Al(III)-chemosensor based on bis-Schiff base N,N’-(1,4 phenylenedimethylidyne)bis-1,4-benzene diamine . Inorg. Chem. Commun. , 11 : 203 – 206 .
  • Jain , A. K. , Gupta , A. , Bohra , R. , Lorenz , I. P. and Mayer , P. 2006 . Synthesis and structural elucidation of some novel aluminium(III) complexes with Schiff bases: Crystal and molecular structure of [Al{O(C6H4)CH = NC6H5}2{HO(C6H4)CH = NC6H5}2]Br . Polyhedron , 25 : 654 – 662 .
  • Lewínski , J. , Zachara , J. , Justyniak , I. and Dranka , M. 2005 . Hydrogen-bond supramolecular structure of group 13 Schiff base complexes . Coord. Chem. Rev. , 249 : 1185 – 1199 .
  • Sammis , G. M. and Jacobsen , E. N. 2003 . Highly enantioselective, catalytic conjugate addition of cyanide to alpha,beta-unsaturated imides . J. Am. Chem. Soc. , 125 : 4442
  • Taylor , M. S. and Jacobsen , E. N. 2003 . Enantioselective michael additions to α,β-unsaturated imides catalyzed by a salen-Al complex . J. Am. Chem. Soc. , 125 : 11204
  • Iida , T. , Yamamoto , N. , Sasai , H. and Shibasaki , M. 1997 . ChemInform abstract: New Asymmetric reactions using a gallium complex: A highly enantioselective ring opening of epoxides with thiols catalyzed by a gallium×lithium×bis(binaphthoxide) complex . J. Am. Chem. Soc. , 28 : 4783
  • Zhu , C. J. , Yuan , F. , Gu , W. J. and Pan , Y. 2003 . The first example of enantioselective isocyanosilylation of meso epoxides with TMSCN catalyzed by novel chiral organogallium and indium complexes . Chem. Commun. , : 692
  • Akhbari , K. , Alizadeh , K. , Morsali , A. and Zeller , M. 2009 . A new two-dimensional thallium(I) coordination polymer with 4-hydroxybenzylidene-4-aminobenzoate: Thermal, structural, solution and solvatochromic studies . Inorg. Chim. Acta , 362 : 2589 – 2594 .
  • Galanski , M. , Arion , V. B. , Jakupec , M. A. and Keppler , B. K. 2003 . Recent developments in the field of tumor-inhibiting metal complexes . Curr. Pharm. Des. , 9 : 2078
  • Jakupec , M. A. and Keppler , B. K. 2004 . Gallium in cancer treatment . Curr. Top. Med. Chem. , 4 : 1575
  • Shavit , M. and Tshuva , E. Y. 2008 . Preparation and X-ray structures of Ti(IV) complexes of bis(carboxylato) ligands—formation of mono-, di-, tetra-, and hexanuclear complexes with or without OR and μ-O ligands . Eur. J. Inorg. Chem. , : 1467 – 1474 .
  • Dubois , L. , Pecaut , J. , Charlot , M.-F. , Baffert , C. , Collomb , M.-N. , Deronzier , A. and Latour , J.-M. 2008 . Drastically enhance the rates of oxo exchange and hydrogen peroxide disproportionation by oxo manganese compounds of potential biological significance . Chem. Eur. J. , 14 : 3013 – 3025 .
  • Zhao , M. , Helms , B. , Slonkina , E. , Friedle , S. , Lee , D. , DuBois , J. , Hedman , B. , Hodgson , K. O. , Frechet , J. M. J. and Lippard , S. J. 2008 . Iron complexes of dendrimer-appended carboxylates for activating dioxygen and oxidizing hydrocarbons . J. Am. Chem. Soc. , 130 : 4352 – 4363 .
  • Yang , C.-I. , Wernsdorfer , W. , Tsai , Y.-J. , Chung , G. , Kuo , T.-S. , Lee , G.-H. , Shieh , M. and Tsai , H. L. 2008 . Mixed-valence tetra- and hexanuclear manganese complexes from the flexibility of pyridine-containing β-diketone ligands . Inorg. Chem. , 47 : 1925 – 1939 .
  • Vasconcellos-Dias , M. , Nunes , C. D. , Vaz , P. D. , Ferreira , P. and Calhorda , M. J. 2007 . Pyridine carboxylate complexes of MoII as active catalysts in homogeneous and heterogeneous polymerization . Eur. J. Inorg. Chem. , 18 : 2917 – 2925 .
  • Jong-Keun , S. , Long-Xuan , Z. , Arjun , B. , Pritam , T. , Radha , K. , Younghwa , N. , Yurngdong , J. , Tae Cheon , J. , Byeong-Seon , J. , Chong-Soon , L. and Eung-Seok , L. 2008 . Synthesis of 2,6-diaryl-substituted pyridines and their antitumor activities . Eur. J. Med. Chem. , 43 : 675 – 682 .
  • Garcia-Friaza , G. , Fernandez-Betello , A. , Perez , J. M. , Prieto , M. J. and Moreno , V. 2006 . Synthesis and characterization of palladium(II) and platinum(II) complexes with Schiff bases derivatives of 2-pyridincarboxyaldehyde. Study of their interaction with DNA . J. Inorg. Biochem. , 100 : 1368 – 1377 .
  • Asadi , M. , Hemmateenejad , B. and Mohammadikish , M. 2010 . Synthesis, characterization, and formation constant of hexacoordinate iron(III) complexes . J. Coord. Chem. , 63 : 124 – 135 .
  • Kumar , D. N. and Garg , B. S. 2006 . Synthesis and spectroscopic studies of complexes of zinc(II) with N2O2 donor groups . Spectrochim. Acta, A , 64 : 141
  • Nakamoto , K. 1997 . Infrared and Raman Spectra of Inorganic and Coordination Compounds , 5th Edn. , New York : Wiley .
  • Mohamed , G. G. and Wahab , Z. H. A. E. 2005 . Mixed ligand complexes of bis(phenylimine) Schiff base ligands incorporating pyridinium moiety: Synthesis, characterization and antibacterial activity . Spectrochim. Acta, A , 61 : 1059
  • Koksal , H. , Tumer , M. and Seria , S. 1996 . Synthesis and characterisation of binuclear Cu(II), Ni(II) and Co(II) chelates with tetradentate Schiff base ligands derived from 1,5-diaminonaphthalene . Synth. React. Inorg. Met.-Org. Chem. Nano-Met. Chem. , 26 : 1577
  • McCollum , D. G. , Fraser , C. , Ostrander , R. , Rheingold , A. L. and Bosnich , B. 1994 . Bimetallic reactivity. General synthesis of binucleating macrocyclic ligands containing 6- and 4-coordinate sites . Inorg. Chem. , 33 : 2338
  • Felicio , R. C. , Canalherio , E. T.G. and Dockal , E. R. 2001 . Preparation, characterization and thermogravimetric studies of [N,N’-cis-1,2-cyclohexylenebis(salicylideneaminato)]cobalt(II) and [N,N’-(+/-)-trans-1,2-cyclo-hexylene bis(salicylideneaminato)]cobalt(II) . Polyhedron , 20 : 261
  • Leggett , D. L. 1985 . Computational Methods for the Determination of Formation Constant , New York : Plenum Press .
  • Santos , M. A. , Gil , M. , Marques , S. , Gano , L. , Cantinho , G. and Chaves , S. 2002 . N-Carboxyalkyl derivatives of 3-hydroxy-4-pyridinones: synthesis, complexation with Fe(III), Al(III) and Ga(III) and in vivo evaluation . J. Inorg. Biochem. , 92 : 43
  • Massey , A. G. 2000 . Main Group Chemistry , 2nd Edn. , New York : Wiley .
  • Clementi , E. , Raimondi , D. L. and Reinhardt , W. P. 1967 . Atomic screening constants from SCF functions. II. Atoms with 37 to 86 electrons . J. Chem. Phys. , 47 : 1300
  • Asadi , M. , Jamshid , K. A. and Kianfar , A. H. 2008 . Synthesis and thermodynamic studies of the dinuclear adducts between dimethyltin(IV) dichloride with SalenH2 and M(II)(Salen) complexes in chloroform . J. Coord. Chem. , 61 : 1115
  • Asadi , M. , Mohammadikish , M. and Mohammadi , K. 2010 . Metallation of tetradentate N2O2 Schiff base with Mn(II), Co(II), Cu(II) and Zn(II): synthesis, characterization and formation constants measurement . Cent. Eur. J. Chem. , 8 : 291 – 299 .
  • Asadi , M. , Jamshid , K. A. and Sarvestani , S. H. 2007 . Synthesis, characterization and equilibrium study of the dinuclear adducts formation between nickel(II) salen-type complexes with diorganotin(IV) dichlorides in chloroform . Inorg. Chim. Acta , 360 : 1725
  • Sarvestani , A. H. , Asadi , M. and Abbasi , M. 2007 . Thermodynamic study of cobalt(III) Schiff base complexes in mixed EtOH/H2O . J. Chem. Res. , 56 : 56 – 59 .
  • Asadi , M. , Jamshid , K. A. and Kianfar , A. H. 2007 . Thermodynamic studies of the interaction of nickel(II) Schiff base complexes with diorganotin(IV)dichlorides in non-aqueous solvents . Synth. React. Inorg. Met.-Org. Nano-Met. Chem. , 37 : 77
  • Asadi , M. and Sarvestani , A. H. 2001 . Synthesis, characterization, and thermodynamics of tertiary phosphine cobalt(III) Schiff-base complexes . Can. J. Chem. , 79 : 1360 – 1365 .

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