A barium selective macrocyclic tetralactam with dimethyleneoxy moieties

Cazaux, Louis; Duriez, Marie-Christine; Picard, Claude; Tisnès, P.

doi:10.1016/s0040-4039(00)99467-x

Cited by 27 publications

(4 citation statements)

References 10 publications

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“…[7][8] Furthermore, adding an amide linkage to a polyether crown compound has been shown to change the binding characteristics of the compound, favoring alkali and alkaline earth metal cations, because the amide linkage provides two possible binding atoms: nitrogen and oxygen. [9][10] [11] Lanthanide complexes are used in medicine as magnetic resonance imaging (MRI) contrast agents and as radiotherapeutic medicines. Lanthanide complexes by organic ligands have obtained use in electroluminescent devices and diodes, lasers, cathode ray tubes, sensors, dosimeters, biological uoro immunoassays, organic light emitting diodes (OLEDS), imaging agents, display applications, decoration purposes, and telecommunication because of their catalytic, magnetic, and luminescent properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structural and theoretical studies on new morpholino acetamide ligand and rare earth metal complexes and corrosion Inhibition Effect

Ahmed

Ashmawy²,

Abbas³

et al. 2022

Preprint

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A series of new complexes of the general formula [Ln(H2L)Cl2]Cly.4H2O (Ln = Er and Ta) and [Yb(H2L)(H2O)2]Cl3, H2L = N,N'-((ethane-1,2-diylbis(sulfanediyl))bis(2,1-phenylene))bis(2-morpholinoacetamide) are synthesized and characterized. The physical properties of these complexes are investigated including melting point, color, and percent yield. At room temperature, complexes exhibit similar solution absorption spectra in the UV–Vis region. As shown by thermal analysis, the complexes lose water molecules first, then anions, and finally ligand molecules, leaving a metal oxide residue. The complexes were resulted from monomolar coordination of neutral tetradentate ligand through the amide nitrogen and sulfur, with octahedral geometries. Ligand and its Ta(V) complex are structurally characterized by X-ray powder diffraction. Their optical band gaps demonstrated the ligand and complexes have semiconducting property. Aluminum alloys (AlSi) corrosion inhibition was investigated in 1 M HCl using potentiodynamic polarization (PP) and electrochemical impedance spectroscopy (EIS). The inhibition efficiency was 96.36% at 500 ppm inhibitor in 1 M HCl.. Multiple bonding patterns were discovered in molecular docking simulations of the drugs against SARS-CoV-2 (6Y84) and E. coli DNA gyrase (5MMN). The binding energy of complexes revealed active compounds capable of inhibiting SARS-CoV-2 and E. coli DNA gyrase. The antioxidant activity of the ligand and its Ln-complexes was investigated, yielding some surprising results.Finally, it is worthy to note that, the biochemical outcomes revealed that these complexes may be promising antibacterial agents.

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Section: Introductionmentioning

confidence: 99%

Synthesis, structural and theoretical studies on new morpholino acetamide ligand and rare earth metal complexes and corrosion Inhibition Effect

Ahmed

Ashmawy²,

Abbas³

et al. 2022

Preprint

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“…One involves the following two steps: oxyacetyl chlorides were first prepared by the reaction of oxyacetic acids with thionyl chloride, which further proceeded dehydrochlorination with thiazolidine‐2‐thione . The other involves the condensation of thiazolidine‐2‐thione with oxyacetic acids, using N , N ′‐dicyclohexylcarbodiimide (DCC) as dehydrating agent and 4‐(dimethylamino)pyridine (DMAP) as catalyst. In contrast to thionyl chloride, DCC is an environmentally friendly and convenient reagent for the synthesis of heterocyclic acylamide compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Fungicidal Activity of Novel 1,5‐Diaryl‐1H‐Pyrazol‐3‐Oxy Derivatives Containing Oxyacetic Acid or Oxy(2‐thioxothiazolidin‐3‐yl)ethanone Moieties

Liu

Chen

et al. 2012

Journal of Heterocyclic Chem

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A series of novel 1,5‐diaryl‐1H‐pyrazol‐3‐oxy derivatives containing oxyacetic acid or oxy(2‐thioxothiazolidin‐3‐yl)ethanone moieties were prepared from methyl 3‐arylacrylates via a serial of reactions included addition‐cyclization, oxidation, substitution, hydrolysis, and condensation. Their structures were confirmed by 1H‐NMR, 13C‐NMR, IR, and elemental analysis. In addition, the crystal structure of the compound 2‐(1,5‐diphenyl‐1H‐pyrazol‐3‐yloxy)‐1‐(2‐thioxothiazolidin‐3‐yl)ethanone was determined by single crystal X‐ray diffraction analysis. Bioassay results indicated that the compound 2‐(5‐(4‐chlorophenyl)‐1‐phenyl‐1H‐pyrazol‐3‐yloxy)‐1‐(2‐thioxo‐thiazolidin‐3‐yl)ethanone exhibited moderate inhibitory activity against Gibberella zeae at the dosage of 10 μg mL−1.

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“…Other changes involved the development of functional groups in the macrocyclic ring. For example, incorporation of an amide linkage in a polyether macrocyclic has been reported to modify the binding properties of crown ether compounds to favor alkali and alkaline earth cations [10][11][12][13][14] where an amide group offers two potential binding atoms, oxygen and nitrogen. It has also been reported that macrocyclic ligands with amide functional groups as binding sites form strong and selective complexes with noble [15][16][17] and transition [18] metals.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of mixed‐donor azaoxathia macrocyclic tetraamides, acyclic polyether di/and tetraamides and their C‐pivot lariat derivatives

Abbas

2007

Journal of Heterocyclic Chem

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The macrocyclic tetraamides 11a‐e and 15‐hydroxy macrocyclic tetraamides 23a‐c were prepared in good yields by the nucleophilic reaction of the potassium salts of the bis‐phenoles 10a‐c with the appropriate dihalo compounds 5a‐d and 15. Moreover, the acyclic diamides 7, 9, 17‐21 and bis‐acyclic tetraamide 22 were obtained in high yields by the reaction of the appropriate dichloro compounds with different phenoxides and secondary amines. Acylation of 23a‐c with different acid chlorides gave the corresponding esters 24a‐c. Compounds 24a‐c reacted with different secondary amines to afford the corresponding novel lariat macrocycles 25a‐d in high yields.

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A barium selective macrocyclic tetralactam with dimethyleneoxy moieties

Cited by 27 publications

References 10 publications

Synthesis, structural and theoretical studies on new morpholino acetamide ligand and rare earth metal complexes and corrosion Inhibition Effect

Synthesis, structural and theoretical studies on new morpholino acetamide ligand and rare earth metal complexes and corrosion Inhibition Effect

Synthesis, Crystal Structure, and Fungicidal Activity of Novel 1,5‐Diaryl‐1H‐Pyrazol‐3‐Oxy Derivatives Containing Oxyacetic Acid or Oxy(2‐thioxothiazolidin‐3‐yl)ethanone Moieties

Synthesis of mixed‐donor azaoxathia macrocyclic tetraamides, acyclic polyether di/and tetraamides and their C‐pivot lariat derivatives

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