Synthesis, structure and biological activities of mixed ligand copper(II) and nickel(II) complexes of N′-(1E)-[(5-bromo-2-hydroxyphenyl)methylidene]benzoylhydrazone

Patel, R.N.; Rawat, Shikha; Choudhary, Mukesh; Sondhiya, Vishnu P.; Patel, D.K.; Shukla, K.K.; Patel, Dinesh K.; Singh, Yogendra Pratap; Pandey, R. N.

doi:10.1016/j.ica.2012.03.040

Cited by 37 publications

(7 citation statements)

References 41 publications

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“…The fluid spectrum of compound 1 dissolved in pure pyridine, is typical of mononuclear Cu(II) centers and shows a well-resolved hyperfine structure with isotropic g value of 2.115 with hyperfine coupling constants A Cu of 76 G. This observation suggests that, after dissolution, the dimeric structure of 1 is destroyed, as noticed for other polynuclear Cu(II) compounds [5b,54].On the other hand, at 298 K in CH 2 Cl 2 :1,2-C 2 H 4 Cl 2 (1:1 v:v) solution(Fig. 4), the spectrum of compound 2 exhibits partially resolved superhyperfine structure (5 lines, A N = 11.5 G) superimposed on the quartet hyperfine structure centerd at g iso = 2.101 with hyperfine coupling A Cu value of 90 G. Those data are consistent with a mononuclear copper(II) species (S = 1/2), with the Cu(II) ion in a slightly distorted square planar or square pyramidal coordination environment[26,50,53,55].…”

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confidence: 62%

Doubly phenoxide-bridged binuclear copper(II) complexes with ono tridentate schiff base ligand: Synthesis, structural, magnetic and theoretical studies

et al. 2015

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International audienceThe tridentate ONO-donor Schiff base ligand H2L, derived from the condensation of 1-anisyl-1,3-butanedione and 2-aminophenol, was generated in situ and reacted with Cu(NO3)2*3H2O to yield two doubly phenoxo bridged di-copper(II) complexes depending on the nitrogenous base used. [Cu2L2] (1) is obtained in 85% and 75% yield in the presence of pyridine or 4-picoline, respectively, and [(py-tBu)2Cu2L2] (2) is isolated in 75% yield in the presence of 4-tert-butylpyridine. Compounds 1 and 2 were characterized in the solid-state by elemental analysis and FT-IR spectroscopy. Single crystal X-ray diffraction study reveals that in 1 the two four-coordinated copper atoms adopt a square planar geometry, whereas in 2 each Cu(II) metal ion shows a five coordinate square pyramidal (ONO,N + O) geometry. In each dimer, two μ-phenolic oxygen atoms bridge the two half-units forming a planar Cu2O2 core. EPR studies in fluid solutions indicate that the dimeric structure of 1 and 2 is destroyed upon dissolution. In the solid-state, 1 is EPR silent, whereas 2 presents an unresolved broad resonance (ΔH peak-to-peak = 71.5 G) with g = 2.071 at 298 K, along with the triplet state (S = 1) signature at g = 4.181. Variable temperature (2-300 K) magnetic susceptibility measurements exhibit strong antiferromagnetic interactions between the Cu(II) centers with a J value of −397 cm−1 for 1, while no interaction operates between the two spins localized on Cu(II) metal ions in 2. Ab initio calculations were also performed to supplement the experimental results

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confidence: 62%

Doubly phenoxide-bridged binuclear copper(II) complexes with ono tridentate schiff base ligand: Synthesis, structural, magnetic and theoretical studies

et al. 2015

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“…The molecular structures as well as 14 in which the hydroxyl group is not coordinated, in these mononuclear copper(II) complexes it is coordinated to the apical site of the approximate square pyramidal copper(II) ion ( Table 2). 14,19,[31][32][33][34][35][36][37][38] The X-ray crystal structure analysis shows that in the case of [Cu II L OMe3 ](ClO 4 ), two [Cu II L OMe3 ] + cations are bonded through hydrogen bonding. Among the Cu-N bonds, those involving the tertiary amine nitrogen atoms are the longest in all Cu complexes.…”

Section: Resultsmentioning

confidence: 99%

“…Comparison of the same bond lengths of square pyramidal Cu(II) complexes reported here with related reports in the literature is summarised in Table 2. 14,19,[31][32][33][34][35][36][37][38] The X-ray crystal structure analysis shows that in the case of [Cu II L OMe3 ](ClO 4 ), two [Cu II L OMe3 ] + cations are bonded through hydrogen bonding. Indeed, the hydrogen atom of the hydroxyl group of one cation is engaged in hydrogen bonding with the phenolic oxygen atom of the adjacent cation and vice versa (Fig.…”

Section: Resultsmentioning

confidence: 99%

Probing the effect of arm length and inter- and intramolecular interactions in the formation of Cu(ii) complexes of Schiff base ligands derived from some unsymmetrical tripodal amines

et al. 2015

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The syntheses of two previously known, 2-((2-aminoethyl)(pyridin-2-ylmethyl)amino)ethanol (1) and 2-((3-aminopropyl)(pyridin-2-ylmethyl)amino)ethanol (2), and four new unsymmetrical N-capped tripodal amines, 2-((4-aminobutyl)(pyridin-2-ylmethyl)amino)ethanol (3), 3-((2-aminoethyl)(pyridin-2-ylmethyl)amino)propan-1-ol (4), 3-((3-aminopropyl)(pyridin-2-ylmethyl)amino)propan-1-ol (5) and 3-((4-aminobutyl)(pyridin-2-ylmethyl)amino)propan-1-ol (6), are reported. The ligands (3-4) feature a longer arm, 3-hydroxypropyl or butylamino, than in the analogues previously employed (2-hydroxyethyl arm, ethylamino-arm or propylamino-arm in 1 and 2). All six tripodal amines, 1-6, are equipped with a 2-methylpyridyl-arm and either an ethylamino-arm (1 and 4), propylamino-arm (2 and 5) or butylamino-arm (3 and 6). The new amines, 3-6, have been employed in one pot condensation reactions with 2-hydroxy-1-naphthaldehyde and salicylaldehyde (and its derivatives) in the presence of Cu(II) metal ions to generate a series of new mononuclear complexes, [M II L aldi ](ClO 4 ) as well as new dinuclear complexes [Cu II L aldi ] 2 (ClO 4 ) 2 of new ligands L aldi . Four monomeric complexes and one dimeric complex have been characterised by single crystal X-ray diffraction, revealing a distorted square-pyramidal copper(II) ion. A general comparison between these structures shows that the number and types of chelate ring sequences around the metal ions are important in the formation of structures. Theoretical studies show that the 3-hydroxypropyl arm in these complexes is a weak coordinating group and it can readily be removed from the coordination sphere of metal ions, resulting in a dimerised four coordinate complex. Calculations show that the interaction between the two monomeric fragments is very weak.Aksaray, Turkey † Electronic supplementary information (ESI) available: 1 H NMR, 13 C NMR and IR spectra of amines (3-6) ( Fig. S1-S12), IR spectra of complexes ( Fig. S13-S30), and mass spectra of complexes ( Fig. S31-S48). CCDC 968863 [Cu II L napht2 ](ClO 4 ), 968865 [Cu II L H3 ](ClO 4 ), 1002225 [Cu II L OMe3 ](ClO 4 ), 1002229 [Cu II L H4 ](ClO 4 ) and 1002230 [Cu II L H5 ] 2 (ClO 4 ) 2 . For ESI and crystallographic data in CIF or other electronic format see

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“…A unit of SOD activity is the concentration of complex, which causes 50% inhibition of alkaline DMSO-mediated reduction of NBT. The in vitro antimicrobial (antibacterial) activities of these complexes were tested using paper disc diffusion method [20]; the chosen strains were Streptococcus aureus and Escherichia coli. The liquid medium containing the bacterial subcultures was autoclaved for 20 min at 121 ∘ C and at 15 lb pressure before inoculation.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Electrochemical, Spectroscopic, Antimicrobial, and Superoxide Dismutase Activity of Nickel (II) Complexes with Bidentate Schiff Bases

Patel

Rawat

Choudhary

2013

International Journal of Inorganic Chemistry

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Five new nickel (II) complexes, namely, [Ni(L1)2](ClO4)2(1); [Ni(L2)2](ClO4)2(2); [Ni(L3)2](ClO4)2(3); [Ni(L4)2](ClO4)2(4); [Ni(L5)2](ClO4)2(5), where L1 = benzoylhydrazide; L2 = N-[(1)-1-(2-methylphenyl)ethylidene]benzohydrazide; L3=N-[(1)-1-(4-methylphenyl)ethylidene]benzohydrazide; L4=N-[(1)-1-(2-methoxyphenyl)ethylidene]benzohydrazide; L5 = N-[(1)-1-(4-methoxy-phenyl)ethylidene]benzohydrazide, have been synthesized and characterized by various physicochemical and spectroscopic techniques. The synthesized complexes are stable powders, insoluble in common organic solvents such as ethanol, benzene, carbon tetrachloride, chloroform, and diethyl ether, and are nonelectrolytes. The magnetic and spectroscopic data indicate a distorted square planar geometry for all complexes. The superoxide dismutase activity of these complexes has been measured and discussed. Antibacterial and antifungal properties of these complexes were also tested.

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Synthesis, structure and biological activities of mixed ligand copper(II) and nickel(II) complexes of N′-(1E)-[(5-bromo-2-hydroxyphenyl)methylidene]benzoylhydrazone

Cited by 37 publications

References 41 publications

Doubly phenoxide-bridged binuclear copper(II) complexes with ono tridentate schiff base ligand: Synthesis, structural, magnetic and theoretical studies

Doubly phenoxide-bridged binuclear copper(II) complexes with ono tridentate schiff base ligand: Synthesis, structural, magnetic and theoretical studies

Probing the effect of arm length and inter- and intramolecular interactions in the formation of Cu(ii) complexes of Schiff base ligands derived from some unsymmetrical tripodal amines

Synthesis, Electrochemical, Spectroscopic, Antimicrobial, and Superoxide Dismutase Activity of Nickel (II) Complexes with Bidentate Schiff Bases

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