Synthesisand Characterization of Guanidine derivatives of Benzothiazole and their Cobalt(II), Nickel(II), Zinc(II), Copper(II) and Iron(II) Complexes (original) (raw)
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Ife Journal of Science, 2018
The synthesis of guanidine derivatives of benzimidazole namely, guanidinobenzimidazole, (GBM), guanidinophosphonatebenzimidazole, (GPBM), and their chelating properties are reported in this work. The guanidine and phosphonate derivatives were synthesized along with their metal complexes, Fe(II), Co(II), Ni(II) 1 13 Cu(II) and Zn(II). The ligands were characterized by H NMR, C NMR spectroscopy while both the ligands and the metal complexes were characterized by C.H.N analysis, Percentage Metal Composition, FT-Infrared spectra Analysis , UV-Visible Electronic Spectroscopy and Magnetic susceptibility measurements. The results from the percentage composition of the metals in the complexes suggest that ratio of the metal to ligand is 1: 2 (M: L) where M = Co(II), Ni(II), Cu(II), Fe(II), Zn(II). Thus, the prepared complexes have the general formulae [ML ]. Electronic Spectral analyses indicated the participation of the imidazolic nitrogen atom and the nitrogen 2 in position 12 of the guanidinobenzimidazole ligand in the coordination of the ligand to the metal ions while, the shifts in the position of theν(P=O) absorption band of the phosphonate moiety in the-1-1 guanidinophosphonatebenzimidazole, (GPBM) ligand from 1265 cm in the free ligand to 1141-1200 cm in the metal complexes suggested that the P=O is most likely involved together with the nitrogen atom in position 12 in the coordination of the metal ions to the guanidinophosphonatebenzimidazole, (GPBM) ligand. The electronic spectral data and the values of the magnetic susceptibility values suggest six coordinate octahedral/ distorted octahedral geometry for all the complexes.
2013
The present work includes preparation and characterization of number of new complexes of ligand2(2,4-dinitrophenyl hydrazen) benzothiazole(L), which is synthesized by the reaction of 2-mercapto benzothiazol with 2(2,4-dinitrophenyl hydrazen) in an ethandic solution. Metal complexes have been synthesized from the reaction of ligand (L)with metalions CoCl2.2H2O,FeCl3.6H2O,MnCl2.H2O, CrCl3.6H2O,HgCl2,ZnCl2,NiCL2.These complexes were characterized by elementalanalysis, FT-IR, UV-visible spectroscopy,atomic absorption, magnetic moments and molar conductance measurements. It was concluded from the elemented analysis that all most chelatscompound has2-mercaptobebzothiazole been found to be (1:1)(Ligand:metal) molar ratio according to the preceding measurements,except Cr((ΙΙΙ)complexes have (2:1) )(Ligand:metal) molar ratio.The evidence from (IR) spectra show that in all complexes the ligand is coordinated via the thiazole nitrogen and exactly nitrogen atom of hydrazine so the complexes withMn(ΙΙ),Fe(ΙΙΙ),Co(ΙΙ), Zn(ΙΙ) & Hg(ΙΙ)are tetrahedral, the complex with Cr(ΙΙΙ) is octahedral and with Ni(ΙΙ) is square planer geometry.
Turkish Journal of Chemistry, 2015
The Co(II), Fe(II), and Zn(II) complexes of 1-(3-phenyl)propylbenzimidazole (PPBI), 5-nitro-1-(3-phenyl) propylbenzimidazole (PPNBI), 1-[2-(4-morpholinyl)ethyl]benzimidazole (MEBI), 1-[2-(1-piperidinyl)ethyl]benzimidazole (PEBI), and 5-nitro-1-[2-(1-piperidinyl)ethyl]benzimidazole (PENBI) were synthesized and characterized by 1 H NMR, 13 C NMR, and elemental analyses. The magnitudes of the magnetic moments for paramagnetic complexes were between 4.07 and 5.11 B.M. Moreover, the crystal structure of dichlorobis{1-[2-(1-piperidinyl)ethyl]-1 H-benzimidazole-K N 3 } zinc(II) was determined by single crystal X-ray diffraction.
The aim of our work is preparation of new three ligands represented by benzo-(thiazole , imidazole , oxazole) – derivatives with three complexes with zinc ion (II) ., all reactions involved cyclization reaction of di amine compounds or ortho hydroxy aniline or ortho thiol aniline by condensation reaction. Our ligands with complexes were investigated by(((I.R ,UV–Vis ,H.NMR) and (molar conductance , melting points , biological studying , Chromatography Analysis , and other physical studying)). The three ligands showed good indicators and their complexes through many studies for determination of optimal conditions of complexation with mole ratio (M:L) (1 : 1) and the ligand (L 1), ligand (L 2) and ligand (L 3) gave octahedral shape through coordination of six – atoms donor.
The ligand complexes of Ni(II), Co(II) and Cu(II) with 2-amino-4-(p-dihydroxy phenyl) thiazole have been synthesized and characterized with the help of their elemental analysis, IR, electronic and magnetic susceptibility studies. From the analytical and spectral data the stoichiometry of these complexes have been found to be of the type ML 2 X 2 (where M = Cu (II), Co (II) and Ni (II)}. It is found that Ni(II), Cu(II) and Co(II) complexes exhibit octahedral geometry. The fungicidal activities of ligands and metal complexes were screened by growth method against various fungi i.e. Drechslere setramera, Fusarium oxyporum, Macrophomera phaseoli at different concentrations. It is found that the activity decreases with decrease of concentration and the metal complexes are less toxic than the parent ligand. A wide variety of heterocyclic compounds have been explored for developing and designing pharmacologically important compounds, which can be preferred as therapeutic agents. These compounds display diverse pharmacological properties like anti-fungal, anti-viral, anti-bacterial, anti-tubercular etc. Prompted by such reports and in continuation of our work on heterocyclic compounds we report the synthesis and characterization of Cu(II),Co(II) and Ni(II) complexes with 2-amino-4-(p-dihydroxy phenyl) thiazole ligand. Heterocyclic compounds are cyclic compound containing a hetero atom in the ring. The common hetero atoms are oxygen, nitrogen and sulphur. Thiazole derivatives have attracted the interest because in addition to nitrogen atom, it has also sulphur atom which acts as donor site. The Schiff's base derived metal complexes were synthesized from divalent transition metals 1. Schiff's base derived complexes of derivatives of DHA were also studied by many workers 2. Several transition metal complexes of the ligand 2-amino-4-(p-hydroxy phenyl) thiazole were synthesized and screened for their fungicidal activities. 3. Similar experiments on fungicidal and antimicrobial activites of Cu (II), Co (II) and Ni (II) Complexes with O, N, and S donor, their EPR and electronic spectral studies were also conducted by many workers 4-8. Schiff's base derived complexes of derivatives of DHA, their spectra and synthesis under microwave irradiation were also studied by many workers 9-10. The present paper deals with the preparation and characterization of Cu(II),Co(II) and Ni(II) complexes with 2-amino-4-(p-dihydroxy phenyl) thiazole. Metal complexes play an important role in biological activity. In many cases metal complexes are more potent than free ligands. The newly prepared complexes were also screened for their antifungal activity against different fungi at different concentrations 11. EXPERIMENTAL Materials and methods: All the chemicals and reagents used were of anlytical grade; otherwise they were purified before use. Organic solvent used was absolute alcohol. IR spectra of the ligand and complexes are recorded in nujolmull. The fungicidal activity of ligands as well as complexes was determined by using the Growth method. The electronic spectra were recorded in MgO at room temperature on VSU-22 spectrophotometer. The measurements were carried out Guru Nanak Dev University, Amristar. Metal and oxygen contents of these complexes were estimated using the standard procedures reported in literature 12-13. The estimation of carbon, hydrogen and nitrogen were carried out at BHU, Varanasi and
Research aticle, 2010
In this study, the ligand bis(2-amino-1,3,4-thiadiazole) (L) has been synthesized by the reactions of oxalic acid with thiosemicarbazide. The ligand and Ni(II), Cu(II), Zn(II), Cd(II) complexes have been synthesized and its structures of these compounds have been determined by elemental analysis, spectrometric and TGA/DTA, magnetic susceptibility and molar conductivity measurements. Coordination numbers of monomeric Ni(II) and Cd(II) complexes are six and four, respectively. The coordination numbers of dimeric Cu(II) and Zn(II) complexes are five and four. From the elemental analysis and mass spectral data, the complexes were proposed to have the formula [Ni(L)2(SO4)H2O]•0.5DMF• 2H2O, [Cu(L)(SO4)H2O]2•DMF•2H2O, [Zn(L)(NO3)]2•2NO3•2DMF•H2O and [Cd(L)2]•2NO3•1.5DMF•H2O. Ni(II) and Cu(II) complexes are paramagnetic and non-electrolytes. The molar conductance data revealed that zinc(II) and cadmium(II) complexes are 1:2 electrolytes.
Journal of Molecular Structure, 2014
Potassium N 0 -(benzoyl)-hydrazine carbodithioate forms novel complexes [Zn 3 (l-bhcp) 2 (py) 4 ] (1) and [Zn(phot) 2 (en) 2 ] (2) containing newly generated ligands N 0 -benzoyl hydrazinecarboperthioate (bhcp) 3À and 5-phenyl-1,3,4-oxadiazole-2-thione (phot) À which have been characterized by elemental analyses, m.p, IR, NMR and single crystal X-ray data. During complexation, potassium N 0 -(benzoyl)-hydrazine carbodithioate is converted to N 0 -benzoyl hydrazinecarboperthioate (oxidized ligand having a S-S linkage) and 5-phenyl-1,3,4-oxadiazole-2-thione in the presence of pyridine and ethylenediamine (en), respectively which act as secondary ligands. The crystal structure of complex 1 reveals that the ligand is acting as trinegative pentadentate ON 2 S 2 , bonded to terminal zinc as ONS dinegative tridentate and to the other as NS uninegative bidentate. In the trinuclear complex 1, both terminal zinc atoms have distorted square pyramidal geometry and the middle zinc has tetrahedral geometry. Complex 2 has distorted octahedral geometry where central atom is bounded to two en and two oxadiazoles anions. The geometry of the complexes has also been optimized by the DFT method and the results of which are presented and compared with the X-ray diffraction data. The ligand has been also optimized and analyzed for its reactive site. In addition to this, frontier molecular orbitals (FMO) were also calculated. Raman analyses give the evidence of the binding of zinc with the newly generated oxadiazole and acyclic perthio ligands and the results corroborate with the IR and XRD data. Solid state electrical conductivity, bactericidal and thermal properties have been analyzed. The bioefficacy of the ligand and complexes has been examined against the growth of bacteria in vitro to evaluate their anti-microbial potential.
Applied Organometallic Chemistry, 2018
Benzothiazole moiety has gained a lot of attention because of its importance as essential pharmacophore in the development of metal based drugs. Nickel(II) and copper(II) complexes of a benzothiazole based ligand, 2,2’‐bibenzo[d]thiazole (L1), synthesized by the reaction of benzothiazole‐2‐carbonylchloride and o‐aminothiophenol, is reported. The compounds were characterised by elemental and percentage metal analyses, spectroscopic (FTIR and UV–vis), 1H and 13C NMR, Mass spectra, thermal, magnetic moment and molar conductance analyses. The mass spectra, elemental and percentage metal composition of the metal complexes gave a 2:1 ligand to metal stoichiometric mole ratio. The spectral data showed that the ligand was coordinated to the metal ions through the nitrogen atoms of the benzothiazole moiety. The electronic spectra and magnetic susceptibility measurements showed that the nickel and copper complexes adopted square planar geometries. The ligand and its metal(II) complexes were s...