Synthesis of transition metal complexes containing a Schiff base ligand derived from 1,10-phenanthroline-2,9-dicarboxaldehyde and 2-aminobenzenethiol

Anacona, J.R.; Marquez, V.E.

doi:10.1007/s11243-008-9083-x

Cited by 10 publications

(6 citation statements)

References 18 publications

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“…The measured value of the magnetic susceptibility for Cu(II) complexes was 1.48 μ B for the former complex (3) and 1.72 μ B for the latter (9). These values lie in the range reported for the square planar and square pyramidal geometry for complexes (3) and (9), respectively (34,39). The measured molar conductances of Cu(II) complexes in DMF solution were 16 and 11 −1 cm 2 mol −1 , indicating the non-electronic nature of complexes (3) and (9).…”

Section: Ligand Field Parameterssupporting

confidence: 50%

Spectroscopic and biological studies of mono- or binuclear complexes derived from thio-Schiff bases of some transition metals

Mahmoud

2010

Journal of Sulfur Chemistry

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Two novel Schiff base ligands, 4,6-bis((E)-1-(2-mercaptophenylimino)ethyl)benzene-1,3-diol, H 4 L a , and 1,2-((E)-1-(6-((E)-1-(2-mercaptophenylimino)ethyl)pyridine-2-yl)ethylideneamino)benzenthiol, H 2 L b , have been synthesized by the condensation of 4,6-diacetyl resorcinol (DAR) or 2,6-diacetyl pyridine (DAP) with 2-aminobenzenthiol (ABT), in the molar ratio 1:2 [1 (DAR or DAP):2 ABT]. The structures of ligands were elucidated by elemental analysis, infrared (IR), UV-VIS as well as 1 H-NMR. Reaction of the Schiff base ligands with the transition metals Co(II), Ni(II), Cu(II), Zn(II), VO(IV) and Ru(III) afforded two series of the corresponding transition metal complexes in the molar ratio 1:2 or 1:1. The ligand, H 4 L a , behaves as tetrabasic hexadentate, which hosts the two metal ions at the centers of two SNO sites, while H 2 L b acts as a compartmental dibasic pentadentate ligand forming mono-or binuclear complexes through the coordinate sites N 3 S 2 . The structures of the newly prepared complexes were characterized on the basis of the elemental analysis, spectroscopic data (IR, UV-VIS, 1 H-NMR and ESR spectra along with magnetic susceptibility measurements) besides the molar conductance measurements and thermal gravimetric analyses. The bonding sites are the azomethane, sulfur atoms and phenolic oxygen for H 4 L a or pyridine nitrogen for H 2 L b . The complexes exhibit mono-or binuclear structures, distorted octahedral, tetrahedral, square planar or square pyramid structure. Synthesized compounds have also been screened for their biological activity against species of pathogenic fungi and bacteria and were found to possess appreciable fungicidal and bactericidal properties.

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Section: Ligand Field Parameterssupporting

confidence: 50%

Spectroscopic and biological studies of mono- or binuclear complexes derived from thio-Schiff bases of some transition metals

Mahmoud

2010

Journal of Sulfur Chemistry

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“…Also, the peak gradually weakened with the increasing molar ratio of ABEI (Figure S1), indicating the occurrence of the amine-aldehyde condensation with a 1:1 molar ratio of amine to aldehyde between 1 equivalent of PDL and 2 equivalents of ABEI . In addition, as clearly depicted in Figures A and S1, the non-negligible broad band appearing in the 2300–3300 cm –1 region can correspond to aliphatic C–H, aromatic C–H, and N–H stretching vibrations by wavenumber in descending order. ,, Also, the band intensity weakened not only with the molar amount of amine participating in the reaction but also with the appearance of Fe, providing strong evidence for both the successful amine-aldehyde condensation and the coordination of Fe ions with Schiff base ligands . Moreover, the peaks of ABEI at about 1353.6 and 1277.0 cm –1 assigned to C–N stretching vibration were both split into two peaks in the spectrum of PDLABEI, , presumably due to the conjugation between amines and aromatic.…”

Section: Resultsmentioning

confidence: 80%

Schiff Base Complexes with Covalently Anchored Luminophores: Self-Enhanced Electrochemiluminescence Detection of Neomycin

Chen

Zhu

et al. 2022

ACS Sens.

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A novel electrochemiluminescence (ECL) amplification strategy was established aiming to overcome the inherent shortcomings of the current oxygen (O 2 ) coreactant ECL systems. Macrocyclic Schiff base Fe complexes were rationally designed as a novel integrated ECL emitter by iminium linkage between N-(4aminobutyl)-N-ethylisoluminol (ABEI) and 1,10-phenanthroline-2,9-dicarbaldehyde (PDL) and postmetalation of the macrocyclic Schiff base. Covalently combining luminophore ABEI with a catalytic center endowed the novel ECL emitter with both remarkable redox electrocatalytic properties and significantly enhanced ECL efficiency. The high content of ferrous iron and the dominantly active low-spin Fe state greatly contributed to the inherent catalytic activity for O 2 activation. The rational modification of luminophore optimized the spatial distribution and simultaneously shortened the species transport distance of coreactant radicals generated in situ from dissolved O 2 , resulting in significantly self-enhanced ECL efficiency. Neomycin, which posed a growing threat to aquatic biodiversity and environmental safety, as the model antibiotic was successfully detected with a detection limit of 0.21 pM (S/N = 3), clarifying a promising application prospect of this new luminophore-embedded ECL amplification strategy in biological analysis and environmental monitoring.

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“…The bands due to ν asy (COO − ), ν sy (COO − ), and ν(C = O) remain unaltered, which authorizes their non-involvement in coordination with metal ion. In addition, the bands attributed to the azomethine ν(C = N) stretching of 1,10-phenanthroline were shifted to lower frequencies (1589-1559 cm −1 ) in the metal complexes, signifying the coordination of 1,10-phenanthroline to metal through the azomethine [21,22]. From the above discussion, the formation of the ligand (L) and its metal complexes is confirmed.…”

Section: Ft-ir Spectroscopymentioning

confidence: 66%

Bioactive M(II) complexes of amino acid-based N3O donor mixed ligand: in vitro and in silico DNA binding studies

Prakash¹,

Dhayabaran²

2017

J Chem Biol

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Three novel mixed ligand M(II) complexes, namely [CoLLCl] (), [CuLLCl] (), and [ZnLLCl] (), were synthesized using 1,4-naphthoquinone, L-histidine, and 1,10-phenanthroline as ligands. The ligand framework and the corresponding structural changes on complexation were ascertained based on the results of elemental analysis, conductivity measurements, magnetic behavior, FT-IR, UV-visible, H NMR,C NMR, ESR spectral studies, and ESI mass spectrometry. The biological action of the ligand () and complexes - such as DNA binding and cleaving ability were studied. Results suggest that the ligand and the complexes could interact with calf thymus-DNA (CT-DNA) via intercalation mode. Additionally, complex displayed potential antioxidant activity in in vitro studies. Docking simulation was performed to position the ligand and the complexes into the active site of BDNA (IBNA) to determine the probable binding mode.

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Synthesis of transition metal complexes containing a Schiff base ligand derived from 1,10-phenanthroline-2,9-dicarboxaldehyde and 2-aminobenzenethiol

Cited by 10 publications

References 18 publications

Spectroscopic and biological studies of mono- or binuclear complexes derived from thio-Schiff bases of some transition metals

Spectroscopic and biological studies of mono- or binuclear complexes derived from thio-Schiff bases of some transition metals

Schiff Base Complexes with Covalently Anchored Luminophores: Self-Enhanced Electrochemiluminescence Detection of Neomycin

Bioactive M(II) complexes of amino acid-based N3O donor mixed ligand: in vitro and in silico DNA binding studies

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