Synthesis, IR, magnetic, solid reflectance, and thermal characterization of transition metal chelates with 2-(5-acetylamino-2-hydroxyphenylazo)-benzoic acid

Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry

Volumn 34, Issue 8, 2004, Pages 1497-1516

  Mohamed, Gehad G ^a   Zaki, Zenat M ^a  

^a CAIRO UNIVERSITY   (Egypt)

Author keywords

2 (5 Acetylamino 2 hydroxyphenylazo)benzoic acid complexes; Conductance; IR; Mass spectra; Solid reflectance; Thermal analyses

Indexed keywords

2 (5 ACETYLAMINO 2 HYDROXYPHENYLAZO)BENZOIC ACID; ANION; ANTHRANILIC ACID; AZO COMPOUND; BENZOIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CHROMIUM; COBALT; COPPER; ELECTROLYTE; HYDROXIDE; METAL CHELATE; METAL OXIDE; NICKEL; PARACETAMOL; PHENOL; TRANSITION ELEMENT; UNCLASSIFIED DRUG; ZINC;

ARTICLE; CALCULATION; CHEMICAL MODIFICATION; CONDUCTANCE; DECOMPOSITION; DIAZOTIZATION; FRAGMENTATION REACTION; GEOMETRY; INFRARED SPECTROMETRY; MAGNETISM; MOLECULE; REFLECTOMETRY; SOLID; THERMAL ANALYSIS; THERMODYNAMICS; THERMOGRAVIMETRY; THERMOSTABILITY;

EID: 6344277208     PISSN: 00945714     EISSN: None     Source Type: Journal    
DOI: 10.1081/SIM-200026299     Document Type: Article

References (39)

1. Patai, S. The Chemistry of Hydrazo, Azo and Azoxy Groups; Part 1. Wiley: New York, 1975.
2. Zidan, A.S.A.; El-Said, A.I.; El-Meligy, M.S.; Aly, A.A.M.; Mohammed, O.F. Mixed-ligand complexes of 5-arylazo-8-hydroxyquinoline and α-amino acids with Co(II), Ni(II), and Cu(II). J. Thermal Anal. 2000, 62, 665-679.
3. 2-pyrazolin-4-dithiocarbamyl azo dyes as antimicrobial agents. Phosphorus, Sulfur and Silicon 1996, 114 (1-4), 17-28.
4. Awad, I.M.A. Synthesis and application of novel sulfa drugs based on quinoxaline-2-one and/or quinoxaline-2-thione. J. Chem. Tech. Biotechnol. 1992, 53 (3), 227-236.
5. Athappan, P.; Sevagapandian, S.; Rajagopal, G. Synthesis and spectral studies of Cu(II), Ni(II), Co(II), and vanadyl(II) complexes of tridentate Schiff bases of 1,2,3,5,6,7,8,8a-octahydro-3-oxo-N,1-diphenyl-5- (phenylmethylene)-2-naphthalenecarboxamide. Transition Met. Chem. 1995, 20 (5), 472-476.
6. Saxena, B.; Sahai, V.M. Synthesis, characterization and biocidal study of transition metal complexes of Schiff base derived from 2-hydroxynaphthaldehyde. Asian J. Chem. 2002, 14 (3-4), 1807-1810.
7. El-Sonbati, A.Z.; El-Bindary, A.A.; El-Deeb, N.A. Polymer complexes XXXII. Potentiometric and thermodynamic studies of cinnamaldehyde anthranilic acid and its metal complexes in monomeric and polymeric forms. React. Funct. Polym. 2002, 50 (2), 131-138.
8. Rehina, K.; Parameswaran, G. Physico-chemical studies and thermal decomposition kinetics of Co(II), Ni(II), Cu(II), and Zn(II) complexes of citronellal anthranilic acid. J. Thermal Anal. 1999, 55 (3), 817-831.
9. Devi, K.A.; Parameswaran, G. Thermal, spectral, and magnetic studies of citral-anthranilic acid and citral-5-bromo-anthranilic acid complexes of Co(II), Ni(II), and Cu(II). Asian J. Chem. 1999, 11 (1), 49-54.
10. Patel, K.M.; Patel, N.H.; Patel, M.N. Mixed-ligand complexes of some transition metal with bidentate bifunctional Schiff bases and 2,2′-bipyridylamine. Synth. React. Inorg. Met.-Org. Chem. 2000, 30 (10), 1953-1963.
11. Mohamoud, M.R.; Ibrahim, S.A.; Hassan, A.M.A.; Ahmed, I.T. Ternary complexes of N-(2-acetamido)iminodiacetic acid and some aromatic acids. Isolation and stability constants in solution. Transition Met. Chem. 1996, 21 (1), 1-4.
12. Reddy, Ch.V.R.; Reddy, M.G.R.; Reddy, C.N. Formation and stability of transition metal chelates of anthranilic acid hydrazide in solution-pH metry. J. Electrochem. Soc. (India) 1996, 45 (4), 235-238.
13. Abd El-Wahed, M.G.; Metwally, S.M.; El Gamel, M.M.; Abd El Haleem, S.M. Thermodynamic and electrical properties of aminophenol and anthranilic acid complexes with some transition metals. Bull. Korean Chem. Soc. 2001, 22 (7), 663-668 (Chem. Abstr. 2002, 136, 23562).
14. Abd El-Wahed, M.G.; Metwally, S.M.; El Gamel, M.M.; Abd El Haleem, S.M. Thermodynamic and electrical properties of aminophenol and anthranilic acid complexes with some transition metals. Bull. Korean Chem. Soc. 2001, 22 (7), 663-668 (Chem. Abstr. 2002, 136, 23562).
15. Shakir, M.; Nasman, O.S.M.; Mohamed, A.K.; Varkey, S.P. Co(II), Ni(II), Cu(II), and Zn(II) complexes of 14 to 16-membered tetraazamacrocycles bearing diamide groups: synthesis and characterization. Synth. React. Inorg. Met.-Org. Chem. Soc. 1996, 26 (6), 1035-1052.
16. Shakir, M.; Nasman, O.S.M.; Mohamed, A.K.; Varkey, S.P. Self-condensation of o-aminobenzoic acid in the presence of metal ions. Polyhedron 1996, 15 (17), 2869-2873.
17. Khan, T.A.; Hasan, S.S.; Varkey, S.P.; Rather, M.A.; Shakir, M. Incorporation of peptide bonds in the synthesis of polyazamacrocyclic complexes. Transition Met. Chem. 1996, 21 (3), 283-286.
18. Shakir, M.; Mohamed, A.K.; Nasman, O.S.M. Transition metal complexes of 16-18-membered tetraazamacrocycles bearing polyamide groups. Polyhedron 1996, 15 (20), 3487-3492.
19. Nasman, O.S.M.; Baraka, R.M.; Khaldi, A.A.; El Nahhal, I.; Varkey, S.P.; Shakir, M. Nineteen membered pentaazamacrocyclic complexes bearing tetramide groups. Transition Met. Chem. 1997, 22 (3), 273-276.
20. Mohamed, G.G.; El-Gamel, N.E.A.; Nour El-Dien, F.A. Preparation, chemical characterization and electronic spectra of 6-(2-pyridylazo)-3-acetamidophenol and its metal complexes. Synth. React. Inorg. Met.-Org. Chem. 2001, 31 (2), 347-358.
21. Mohamed, G.G.; Nour El-Dien, F.A.; El-Gamel, N.E.A. Thermal behaviour of metal complexes of 6-(2-pyridylazo)-3-acetamidophenol. J. Thermal Anal. 2002, 67, 135-146.
22. Mohamed, G.G.; El-Gamel, N.E.A.; Teixidor, F. Complexes of 2-(2-benzimidazolylazo)-4-acetamidophenol, a phenoldiazenyl-containing ligand. Could this be a moiety suitable for Zn and Cd extraction. Polyhedron 2001, 20, 2689-2696.
23. Mohamed, G.G. Structural chemistry of some new azo complexes. Spectrochirn. Acta (Part A) 2001, 57, 411-417.
24. Mohamed, G.G.; Zayed, M.A.; El-Gamel, N.E.A. Thermal and kinetic studies on solid complexes of 2-(2-benzimidazolylazo)-4-acetamidophenol with some transition metals. Spectrochim. Acta (Part A) 2002, 58, 3167-3178.
25. (a) Jarvis, A.J. J. Acta Crystallogr. 1961, 14, 961;
26. (b) Prince, R.H.; Spencer, R.C. X-ray crystal structures of some azo complexes. J. Chem. Soc., A 1968, 2383.
27. 2. J. Organomet. Chem. 1996, 526 (1), 21-24.
28. Dean, J.A. Lange's Handbook of Chemistry, 14th Ed.; McGraw-Hill: New York, 1992.
29. Cotton, F.A.; Wilkinson, G.; Murillo, C.A.; Bochmann, M. Advanced Inorganic Chemistry, 6th Ed.; Wiley: New York, 1999.
30. Gomez, A.E.C.; Behrens, N.B.; Castro, M.E.Q.; Bernes, S.; Noth, H.; Blum, S.E.C. Synthesis and spectroscopic characterization of Cr(III) coordination compounds with benzimidazolic ligands. Polyhedron 2000, 19, 1821-1827.
31. 2 coordination spheres: reduction and spectroscopic study of the corresponding Ni(I) complexes. J. Chem. Soc. (Dalton Trans.) 2000, 1373-1379.
32. Castro, S.C.; Lourido, P.P.; Romero, J.; Vazquez, J.A.G.; Sousa, A. Electrochemical synthesis, X-ray diffraction and spectroscopic characterization of Co(II) compounds with [(4-methylphenyl)sulfonyl]-1H-imino-2-phenyl-2- oxazolines. Polyhedron 2001, 20, 2329-2337.
33. Park, G.; Dadachova, E.; Przyborowska, A.; Lai, S.J.; Ma, D.; Broker, G.; Rogers, R.D.; Planalp, R.P.; Berchbiel, M.W. Synthesis of novel 1,3,5-cis,cis-triaminocyclohexane ligand based Cu(II) complexes as potential radiopharmaceuticals and correlation of structure and serum stability. Polyhedron 2001, 20, 3155-3163.
34. Sanmaertin, J.; Bermejo, M.R.; Deibe, A.M.G.; Maneiro, M.; Lage, C.; Filho, A.J.C. Mono- and polynuclear complexes of Fe(II), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) with N,N′-bis(3-hydroxysalicylidene)-1,3-diamino-2- propanol. Polyhedron 2000, 19, 185-192.
35. Krzyminiewska, V.P.; Litkowska, H.; Paryzek, W.R. Metal-template synthesis and characterization of a nitrogen-oxygen donor Schiff base macrocyclic system. Monatshefte Fur Chemie 1999, 130, 243-247.
36. Pui, A.; Berdan, I.; Badarau, I.M.; Gref, A.; Fauvet, M.P. Electrochemical and spectroscopic characterization of new Co(II) complexes. Catalytic activity in oxidation reactions by molecular oxygen. Inorg. Chimica Acta 2001, 320 (1, 2), 167-171.
37. Coats, A.W.; Redfern, J.P. Kinetic parameters from thermogravimetric data. Nature 1964, 20, 68-69.
38. Zaki, Z.M.; Mohamed, G.G. Structural and thermal studies of thiobarbituric acid complexes. Spectrochim. Acta (Part A) 2000, 56, 1245-1250.
39. Donia, A.M.; Gouda, M.M.; Ayad, M.I.; El-Boraey, H.A. Thermal behaviour of some aromatic diamine complexes. Thermochim. Acta 1992, 194, 155-163.