Physico-chemical characterization of mixed-ligand complexes of Mn(III) based on the acetylacetonate and maleic acid and its hydroxylamine derivative

Cakić, Milorad D.; Nikolić, Saša; Stamenkovic, V Jakov; Konstantinović, Sandra S.

doi:10.2298/apt0536091c

Cited by 3 publications

(3 citation statements)

References 4 publications

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“…The υ (N−H) deformation band of ML free ligand observed at 761 cm −1 is slightly shifted in the spectrum of its metal complexes. This confirms the coordination of ML ligand with the metal atoms [29]. The strong bands at 2,043 cm −1 , 2,000 cm −1 , and 2,073 cm −1 in the spectra of Cr(CO) 6 , Mo(CO) 6 , and W(CO) 6 may be attributed to υ (CO) of the four-terminal carbonyl groups [30,31].…”

Section: Ft-ir Spectrasupporting

confidence: 55%

Synthesis, Physicochemical Characterization, and Cytotoxic Activity of p-Methoxyphenyl and p-Fluorophenyl Maleanilic Acid Ligands and Their Corresponding Organometallic Chelates of Chromium Group

Oraby¹,

Zayed²,

Hassan³

et al. 2020

J Trans Met Compl

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A new p-methoxyphenyl (ML) and p-fluorophenyl (FL) maleanilic acid bidentate ligands were green synthesized by a solvent-free reaction of equimolar amounts of aniline derivatives (4-methoxyaniline or 4-fluoroaniline) with maleic anhydride. Additionally, some mixed ligand organometallic chelates of Cr(0), Mo(0), and W(0) carbonyls were synthesized by the addition of the prepared ligand (L) as a primary ligand to the hexacarbonyl metals, in which carbonyl groups are secondary ligands in a 1:1 molar ratio. The structures of the novel chelates were characterized by elemental analyses, FT-IR, EI-MS, 1 H-NMR spectroscopy, and thermal analyses. FL maleanilic acid free ligand and its chromium complex were screened for antitumor activity in vitro against cell lines of HCT-116 (human colon carcinoma), hepG-2 (human hepatocellular carcinoma), and MCF-7 (human breast carcinoma). The results obtained referred to a high antitumor activity of both FL novel ligand and its chromium organometallic chelates. Keywords p-methoxyphenyl and p-fluorophenyl maleanilic acid ligands; organometallic chelates; spectroscopic and thermal analyses; antitumor screening 2 Journal of Transition Metal Complexes Scheme 1: Synthetic route of maleanilic acid derivatives ML and FL as free ligands and their novel complexes.

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Section: Ft-ir Spectrasupporting

confidence: 55%

Synthesis, Physicochemical Characterization, and Cytotoxic Activity of p-Methoxyphenyl and p-Fluorophenyl Maleanilic Acid Ligands and Their Corresponding Organometallic Chelates of Chromium Group

Oraby¹,

Zayed²,

Hassan³

et al. 2020

J Trans Met Compl

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“…All of these appear to be new to the literature, with only a single example of an acetic anhydride complex (of Ti(IV)) found in the Cambridge Structural Database. Two of the complexes formed appear to be of structural types proposed from in situ analysis of anhydride complexes of other metal ions, − and the third, [Co(AcOAc) 2 (OAc)] 2+ , has not been proposed previously with these ligands. , Counteranions could not be unambiguously assigned for this species; however, 1 H NMR data show agreement with the crystal structure of the cationic portion. Acetic anhydride is believed to form via condensation of the acetic acid and NMR analysis implies that this is promoted in the presence of cobalt in either the +II or +III oxidation states.…”

Section: Resultsmentioning

confidence: 99%

Automated Library Generation and Serendipity Quantification Enables Diverse Discovery in Coordination Chemistry

et al. 2023

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Library generation experiments are a key part of the discovery of new materials, methods, and models in chemistry, but the question of how to generate high quality libraries to enable discovery is nontrivial. Herein, we use coordination chemistry to demonstrate the automation of many of the workflows used for library generation in automated hardware including the Chemputer. First, we explore the target-oriented synthesis of three influential coordination complexes, to validate key synthetic operations in our system; second, the generation of focused libraries in chemical and process space; and third, the development of a new workflow for prospecting library formation. This involved Bayesian optimization using a Gaussian process as surrogate model combined with a metric for novelty (or serendipity) quantification based on mass spectrometry data. In this way, we show directed exploration of a process space toward those areas with rarer observations and build a picture of the diversity in product distributions present across the space. We show that this effectively "engineers" serendipity into our search through the unexpected appearance of acetic anhydride, formed in situ, and solvent degradation products as ligands in an isolable series of three Co(III) anhydride complexes.

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“…It should be noted that during the interaction of cobalt maleate with sulfate and manganese nitrate the formation of a polymeric complex was not observed, and mononuclear compounds were formed. Polynuclear maleate manganese complexes are usually prepared by the interaction of maleic acid with a metal salt with the addition of a bidentate chelating ligand (23)(24)(25)(26)(27)(28)(29)(30)(31). We have found for the first time that the interaction of the mononuclear tetrahydrate complex of cobalt and manganese acetate produces a polymer-polymer mixed-metal maleate complex of manganese(II) and cobalt(II) (Scheme1).…”

Section: Resultsmentioning

confidence: 99%

Crystal and Molecular Structure of The Mixed-Metal Manganese(II) and Cobalt(II) Maleate Complex: [CoхMn1-x(OOCCH=CHCOO).(H2O)2]n

AKPER MEJİDOV,

ARİF AGA GULİYEVA,

AMRULLA FATULLAYEVA

et al. 2024

Journal of the Turkish Chemical Society Section A: Chemistry

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For the first time, by the interaction of cobalt maleate tetrahydrate with Mn(II) acetate, a polymeric polynuclear mixed-metal maleate complex of manganese(II) and cobalt(II) was obtained: [CoхMn1-x(OOCCH=CHCOO).(H2O)2]n. The composition and structure of the resulting complexes were studied by IR spectroscopy, UV-Vis spectroscopy, EPR, and elemental and thermogravimetric analysis. The crystal structure of the complex was established by X-ray diffraction. The results of X-ray diffraction analysis showed that maleic acid dianions coordinate with Mn(II) and Co(II) ions in the bidentate bridging form, forming seven-membered chelate rings with manganese and cobalt ions. Each metal ion achieves octahedral symmetry with coordination from two oxygen atoms of two water molecules and two bridging oxygen atoms of the maleate ligands of neighboring complex molecules. The electronic absorption spectra show the absorption band at 965 nm, which should be attributed to the Mn(II) complex. The band at 516 nm refers to the cobalt complex. In the EPR spectrum, a wide single band with g = 2.031 is observed, indicating an electronic exchange interaction between Mn(II) and Co(II) ions. The presence of two metal ions in the complex was also confirmed by cyclic voltammetry. The voltammograms clearly show two reduction waves related to the two-electron reduction of Co2+ (Ec= -0.69 V) and Mn2+ (Ec= -0.985 V) ions.

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Physico-chemical characterization of mixed-ligand complexes of Mn(III) based on the acetylacetonate and maleic acid and its hydroxylamine derivative

Cited by 3 publications

References 4 publications

Synthesis, Physicochemical Characterization, and Cytotoxic Activity of p-Methoxyphenyl and p-Fluorophenyl Maleanilic Acid Ligands and Their Corresponding Organometallic Chelates of Chromium Group

Synthesis, Physicochemical Characterization, and Cytotoxic Activity of p-Methoxyphenyl and p-Fluorophenyl Maleanilic Acid Ligands and Their Corresponding Organometallic Chelates of Chromium Group

Automated Library Generation and Serendipity Quantification Enables Diverse Discovery in Coordination Chemistry

Crystal and Molecular Structure of The Mixed-Metal Manganese(II) and Cobalt(II) Maleate Complex: [CoхMn1-x(OOCCH=CHCOO).(H2O)2]n

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