15240-24-1Relevant articles and documents
Synthesis, crystal structure and properties of copper(II) complexes with triethanolamine and carboxylic acids (succinic, salicylic, cinnamic)
Kondratenko,Zolotarev,Ignatyev,Ugolkov,Kochina
, p. 71 - 81 (2020)
The interaction of triethanolamine (TEA) with Cu(II) salts of salicylic, cinnamic and succinic acids was studied for the first time. The structure of the synthesized complexes was investigated by single-crystal X-ray diffraction. TEA complexes with Cu(II) salicylate (1) and cinnamate (2) are binuclear mixed ligand complexes, but interaction of TEA with Cu(II) succinate leads to the formation of cationic mononuclear complex—[Cu(TEA)2](C4H4O4) (3). Cu(II) complexes 1–3 were also characterized by physicochemical and spectroscopic methods. Their antimicrobial activity was investigated.
Reactions of Superoxide Anion with Copper(II) Salicylate Complexes
O'Young, Chi-Lin,Lippard, Stephen J.
, p. 4920 - 4924 (1980)
Electron spin resonance spectra of frozen (77 K) solutions of the known copper(II) salicylate complexes Cu(HSal)2, Cu(HSal)2(H2O)2, Na2Cu(Sal)2, and Cu(Sal), where HSal is the monoanion of salicylic acid, C6H4(OH)(CO2-), were measired over a wide pH range in 50percent aqueous dimethyl sulfoxide.These results were then used, along with quantitative oxygen evolution measurements, to interpret the frozen-solution ESR spectral changes that occur upon titration of the first three copper salicylate compounds with crown ether solubilized potassium superoxide in anhydrous dimethyl sulfoxide.From the g and A ESR spectral parameters, double integration of the resonances, and the quantity of oxygen evolved, it was apparent that superoxide reduces Cu(HSal)2 to a copper(I) derivative with evolution of dioxygen.Even in the presence of a fourfold excess of superoxide ion, however, divalent copper salicylate complexes (ca. 15percent of the total copper) remain in solution.At O2-:CuII ratios of 1:1 and 2:1 the major copper(II) species in solution are Cu(Sal) and 2-, respectively.These species form upon deprotonation of the phenol group of the salicylic acid monoanion in the reaction in which the superoxide ion serves as a base.Similar results were obtained when solutions of Cu(HSal)2(H2O)2 in Me2SO were titrated with superoxide ion.This finding demonstrates that a previously reported ESR spectrum of a 2:1 solution of superoxide ion and Cu(HSal)2*4H2O had been misassigned as a superoxide complex of copper(I).Addition of a fourfold excess of O2- to Cu(HSal)2(H2O)2 led to reoxidation of copper, a reaction that requires water to proceed.Titration of Na2Cu(Sal)2 with superoxide ion gave only oxygen and copper(I) species but in lesser amounts consistent with more negative reduction potential of the 2- dianion.
Promising Antifungal and Antibacterial Agents Based on 5-Aryl-2,2′-bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking
Borisevich, Sophia,Burgart, Yanina,Charushin, Valery,Chupakhin, Oleg,Evstigneeva, Natalia,Gerasimova, Natalia,Kopchuk, Dmitry,Kungurov, Nikolai,Saloutin, Victor,Savchuk, Maria,Shchegolkov, Evgeny,Shchur, Irina,Ulitko, Maria,Zilberberg, Natalia,Zyryanov, Grigory
supporting information, (2021/12/01)
A series of new 5-aryl-2,2′-bipyridines and their (polyfluoro)salicylate complexes of Cu(II), Co(II) and Mn(II) were synthesized. Their antimicrobial activity was evaluated in vitro against six strains of Trichophytons, E. floccosum, M. canis, C. ablicans and Gram-negative bacteria N. gonorrhoeae. Among azo-ligands, Ph-bipy and Tol-bipy showed promising antifungal activity (minimum inhibitory concentration (MIC)4?2H)2(Tol-bipy)2] suppressed the growth of seven Candida strains at MIC 12–24 μM. [Cu(Sal?2H)(Ph-bipy)] and [Cu(SalF3?2H)(Ph-bipy)2] showed the promising anti-gonorrhoeae activity (MIC 4.2–5.2 μM). (Cu(SalFn?2H)(Tol-bipy)2], [Cu(SalF4?2H)(Ph-bipy)2] and [Cu(SalF3?2H)(Ph-bipy)2]) were found active against the bacteria of S. aureus, S. aureus MRSA and their biofilms (MIC 2.4–41.4 μM). The most active compounds were tested for toxicity in vitro against human embryonic kidney (HEK-293) cells and in vivo experiments with CD-1 mice.
Reactions Catalysed by a Binuclear Copper Complex: Aerobic Cross Dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines
Liu, Yuxia,Wang, Chao,Xue, Dong,Xiao, Miao,Li, Chaoqun,Xiao, Jianliang
supporting information, p. 3051 - 3061 (2017/03/13)
Binuclear copper complex [{Cu(Sal)2(NCMe)}2] (Sal=salicylate) was found to be an active catalyst for the aerobic oxidation of N-aryl tetrahydroisoquinolines to the corresponding iminium ions, which could be trapped by a wide range of nucleophiles to form coupled products. The reactions took place under 1 bar of O2 at room temperature with 1 mol % of the copper catalyst being sufficient in most cases, and are considerably accelerated by catalytic chloride anions. Mechanistic studies show that the CuII dimer oxidizes the amine to the iminium ion, and this two-electron process requires O2, whereby the resulting CuI is concomitantly reoxidised back to CuII. Various lines of evidence suggest that the oxidative coupling reaction is turnover-limited by the step of iminium formation, and it is this step that is promoted by the chloride anion. Since it is more efficient than and mechanistically distinct from the well-studied simple copper salts such as CuBr and CuCl2, the binuclear copper catalyst provides a new tool for oxidative coupling reactions.
Vibrational study of the salicylate interaction with metallic ions and surfaces
Alvarez-Ros,Sanchez-Cortes,Garcia-Ramos
, p. 2471 - 2477 (2007/10/03)
Infrared and Raman spectroscopy are used in this work to study the metallic complexes of salicylic acid with silver and copper, comparing the interaction between salicylate and the cations (Ag+ and Cu2+) in the metal complexes with the SERS spectra when adsorbed on colloidal metal surfaces of the same metals. The salicylate complexes with the above metals were compared to those of Na+, Fe3+ and Al3+ cations. A different interaction mechanism is deduced for salicylate in the metal complex and when adsorbed on the metal surface.
Relationship between the structures of Cu(II) complexes and their chemical transformations. XII. Are there only the split - off bonds activated during dehydration of copper carboxylates?
Langfelderova,Hodur
, p. 1009 - 1023 (2008/10/08)
The study of the thermal dehydration of the compounds CuX2nH2O, where X- were formate, salicylate or phtalate anions, was performed, including the observations of structural changes of compounds during their decomposition.
Interactions between Metal Cations and the Ionophore Lasalocid Part 5.- A Potentiometric, Polarographic and Electron Spin Resonance Study of Copper(II)-Lasalocid Equilibria in Methanol
Laubry, Philippe,Mousset, Guy,Martinet, Pierre,Tissier, Madeleine,Tissier, Claude,Juillard, Jean
, p. 3175 - 3186 (2007/10/02)
The complexation of Cu2+ by lasalocid and the model compound salicylic acid, AH, has been studied in methanol.The stability constants of species ACu+ and A2Cu were obtained from potentiometric measurements using a pH glass electrode and a copper-selective electrode, and by polarographic determinations.The stability of these copper(II) complexes was shown to be higher than that of the analogous complexes of the other transition-metal cations of the first row and very similar for lasalocid and salicylic acid.The e.s.r. spectra suggest that the structures of the species formed with the two ligands differ; the oxygen of the backbone probably participates in complexation with lasalocid.In addition, other complexes possibly involving the methoxide ion, formed in more basic media, were characterised.
