A NOVEL AZO-SCHIFF BASE LIGAND AND ITS COBALT, COPPER, NICKEL COMPLEXES: SYNTHESIS, CHARACTERIZATION, ANTIMICROBIAL, CATALYTIC AND ELECTROCHEMICAL FEATURES

Abstract

A Novel Azo-Schiff Base Ligand and Its Cobalt, Copper, Nickel Complexes: Synthesis, Characterization, Antimicrobial, Catalytic and Electrochemical Features

Abstract

A new azo containing Schiff base were synthesized using 3-amino-3-azabicyclo[3.3.0]octane hydrochloride, salicylaldehyde and aniline. The synthesized ligand were reacted with acetate salts of Cobalt (II), Copper (II) and Nickel (II). Synthesized compounds were characterized using spectral techniques. Metal coordination compounds gave good/moderate results as catalysts in the oxidation reactions of styrene and cyclohexene. Antimicrobial activities of the synthesized compounds showed good suppressor effects on a number of Gram (-) and Gram (+) bacteria. Electronic features of all the compounds were also reported.

Keywords

• Azoimine
• Coordination
• Catalysis
• Antimicrobial
• Electronic

References

1. Eren T, Kose M, Sayin K, McKee V, Kurtoglu M. A novel azo-aldehyde and its Ni(II) chelate; synthesis, characterization, crystal structure and computational studies of 2-hydroxy-5-{(E)-[4- (propan-2-yl)phenyl]diazenyl}benzaldehyde. J Mol Struct 2014; 1065-1066: 191-198.
2. Coelho PJ, Castro MCR, Fonseca AMC, Raposo MMM.Photoswitching in azo dyes bearing thienylpyrrole and benzothiazole heterocyclic systems. Dyes Pigments 2012; 92(1): 745–748.
3. Sridev S, Hiremath SU, Yelamaggad CV, Prasad SK, Marinov YG, Hadjichristov GB, Petrov AG. Behaviour of photosensitive soft materials: Thermo-optical, dielectric and elastic constant studies on azo-dye doped nematic liquid crystals. Mater Chem Phys 2011; 130: 1329-1335.
4. Bal M, Ceyhan G, Avar B, Kose M, Kayraldız A, Kurtoglu M. Synthesis and X-ray powder diffraction, electrochemical, and genotoxic properties of a new azo-Schiff base and its metal complexes. Turk J Chem 2014; 38: 222-241.
5. Kurtoglu M, Ispir E, Kurtoglu N, Serin S. Novel vic-dioximes: Synthesis, complexation with transition metal ions, spectral studies and biological activity. Dyes Pigments 2008; 77: 75-80.
6. Dimiza F, Papadopoulos AN, Tangoulis V, Psycharis V, Raptopoulou CP, Kessissoglou DP, Psomas G. Biological evaluation of non-steroidal anti-inflammatory drugs-cobalt(II) complexes. Dalton Trans 2010; 39: 4517-4528.
7. Abd-Elzaher MM, Moustafa SA, Labib AA, Ali MM. Synthesis, characterization, and anticancer properties of ferrocenyl complexes containing a salicylaldehyde moiety. Monatsh Chem 2010; 141: 387-393.
8. Ispir E. The synthesis, characterization, electrochemical character, catalytic and antimicrobial activity of novel, azo-containing schiff bases and their metal complexes. Dyes Pigments 2009; 82: 13- 19.

9. Ozdemir M. Catalytic activities of novel silica-supported multifunctional Schiff base ligand & metal complexes under microwave irradiation. Inorg Chim Acta 2014; 421: 1-9.
10. Urus S, Dolaz M, Tumer M. Synthesis and Catalytic Activities of Silica-Supported Multifunctional Azo-Containing Schiff Base Complexes with Cu(II), Co(II), Ni(II) and Mn(II). J Inorg Organomet Polym 2010; 20: 706-713.
11. Heshmatpour F, Rayati S; Hajiabbas MA, Abdolalian P, Neumüller B. Copper(II) Schiff base complexes derived from 2,20-dimethyl-propandiamine: Synthesis, characterization and catalytic performance in the oxidation of styrene and cyclooctene. Polyhedron 2012; 31: 443-450.
12. Çalık HS, Ispir E, Karabuga S, Aslantas M. Ruthenium (II) complexes of NO ligands: Synthesis, characterization and application in transfer hydrogenation of carbonyl compounds. J Organomet Chem 2016; 801: 122-129.
13. Ikiz M, Ispir E, Aytar E, Ulusoy M, Karabuga S, Aslantas M, Çelik O. Chemical fixation of CO2 into cyclic carbonates by azo-containing Schiff base metal complexes. New J Chem 2015; 39: 7786- 7796.
14. Emara AAA, Ali AM, El-Asmy AF, Ragab El-Sayed M. Investigation of the oxygen affinity of manganese(II), cobalt(II) and nickel(II) complexes with some tetradentate Schiff bases. J Saudi Chem Soc 2014; 18: 762-773.
15. Alma MH, Mavi A, Yıldırım A, Dığrak M, Hırata T. Screening Chemical Composition and in Vitro Antioxidant and Antimicrobial Activities of the Essential Oils from Origanum syriacum L. Growing in Turkey. Biol Pharm Bull 2003; 26: 1725-1729.
16. Khoo T-J, Khaled bin Break M, Crouse KA, Ibrahim M, Tahir M, Ali AM, Cowley AR, Watkin DJ, Tarafder MTH. Synthesis, characterization and biological activity of two Schiff base ligands and their nickel(II), copper(II), zinc(II) and cadmium(II) complexes derived from S-4- picolyldithiocarbazate and X-ray crystal structure of cadmium(II) complex derived from pyridine-2- carboxaldehyde. Inorg Chim Acta 2014; 413: 68-76.
17. Ali OAM, El-Medani SM, Ahmed DA, Nassar DA. Metal carbonyl complexes with Schiff bases derived from 2-pyridinecarboxaldehyde: Syntheses, spectral, catalytic activity and antimicrobial activity studies. J Mol Struct 2014; 1074: 713-722.
18. Ceyhan G, Celik C, Urus S, Demirtas I, Elmastas M, Tumer M. Antioxidant, electrochemical, thermal, antimicrobial and alkane oxidation properties of tridentate Schiff base ligands and their metal complexes. Spectrochim Acta A 2011; 81: 184-198.