“The Golden Method”: Electrochemical Synthesis Is an Efficient Route to Gold Complexes

González-Barcia, Luis M.; Romero, María J.; Noya, Ana María González; Bermejo, Manuel R.; Maneiro, Marcelino; Zaragoza, Guillermo; Pedrido, Rosa

doi:10.1021/acs.inorgchem.6b01362

Cited by 15 publications

(8 citation statements)

References 32 publications

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“…In addition, it is carried out at room temperature with pure reagents instead of metal salts, avoiding in many cases a possible competition between the anion and ligand during coordination to the metal ion. 45 , 46 …”

Section: Resultsmentioning

confidence: 99%

Two Synthetic Approaches to Coinage Metal(I) Mesocates: Electrochemical versus Chemical Synthesis

et al. 2022

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We report two different approaches to isolate neutral and cationic mesocate-type metallosupramolecular architectures derived from coinage monovalent ions. For this purpose, we use a thiocarbohydrazone ligand, H 2 L ( 1 ), conveniently tuned with bulky phosphine groups to stabilize the M I ions and prevent ligand crossing to achieve the selective formation of mesocates. The neutral complexes [Cu 2 (HL) 2 ] ( 2 ), [Ag 2 (HL) 2 ] ( 3 ), and [Au 2 (HL) 2 ] ( 4 ) were prepared by an electrochemical method, while the cationic complexes [Cu 2 (H 2 L) 2 ](PF 6 ) 2 ( 5 ), [Cu 2 (H 2 L) 2 ](BF 4 ) 2 ( 6 ), [Ag 2 (H 2 L) 2 ](PF 6 ) 2 ( 7 ), [Ag 4 (HL) 2 ](NO 3 ) 2 ( 8 ), and [Au 2 (H 2 L) 2 ]Cl 2 ( 9 ) were obtained by using a metal salt as the precursor. All of the complexes are neutral or cationic dinuclear mesocates, except the silver nitrate derivative, which exhibits a tetranuclear cluster mesocate architecture. The crystal structures of the neutral and cationic copper(I), silver(I), and gold(I) complexes allow us to analyze the influence of synthetic methodology or the counterion role on both the micro- and macrostructures of the mesocates.

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Section: Resultsmentioning

confidence: 99%

Two Synthetic Approaches to Coinage Metal(I) Mesocates: Electrochemical versus Chemical Synthesis

et al. 2022

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“…The increasing interest in developing different types of S-Au-P gold-based anticancer candidates led to new synthetic drugs rather than the former pyranosidic derivatives. In this sense, gold complexes incorporating ligands such as thiosemicarbazone [14,23,24], thiolate [25,26], dithiocarbamate [27], and sulfanylcarboxylates [28] have been probed to inhibit thioredoxin reductase by binding the selenocysteines or the cysteinyl thiols of the enzyme.…”

Section: Introductionmentioning

confidence: 99%

Combined Effect of Caspase-Dependent and Caspase-Independent Apoptosis in the Anticancer Activity of Gold Complexes with Phosphine and Benzimidazole Derivatives

et al. 2020

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Since the potential anticancer activity of auranofin was discovered, gold compounds have attracted interest with a view to developing anticancer agents that follow cytotoxic mechanisms other than cisplatin. Two benzimidazole gold(I) derivatives containing triphenylphosphine (Au(pben)(PPh3)) (1) or triethylphosphine (Au(pben)(PEt3)) (2) were prepared and characterized by standard techniques. X-ray crystal structures for 1 and 2 were solved. The cytotoxicity of 1 and 2 was tested in human neuroblastoma SH-SY5Y cells. Cells were incubated with compounds for 24 h with concentrations ranging from 10 µM to 1 nM, and the half-maximal inhibitory concentration (IC50) was determined. 1 and 2 showed an IC50 of 2.7 and 1.6 µM, respectively. In order to better understand the type of cell death induced by compounds, neuroblastoma cells were stained with Annexin-FITC and propidium iodide. The fluorescence analysis revealed that compounds were inducing apoptosis; however, pre-treatment with the caspase inhibitor Z-VAD did not reduce cell death. Analysis of compound effects on caspase-3 activity and reactive oxygen species (ROS) production in SH-SY5Y cells revealed an antiproliferative ability mediated through oxidative stress and both caspase-dependent and caspase-independent mechanisms.

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“…Many main group metals,, transition metals,, or even lanthanides or actinides are usable as anode material in the electrochemical synthesis although they are used in most cases just in combination with a platinum cathode because of its noble character . But even noble metal complexes or alloy nanostructures are possible as anode material with lower yields but with unique properties . In coordination chemistry, the utilisation of pure metal salts prevents the occurrence of side reactions of the anionic components and the generated metal ions …”

Section: Introductionmentioning

confidence: 99%

“…But even noble metal complexes or alloy nanostructures are possible as anode material with lower yields but with unique properties . In coordination chemistry, the utilisation of pure metal salts prevents the occurrence of side reactions of the anionic components and the generated metal ions …”

Section: Introductionmentioning

confidence: 99%

Direct Electrochemical Synthesis of an Unusual Complex Salt: Almost Structural Identity - Different Charge

Oppermann

Wehrhahn

Flörke

et al. 2017

Z. Anorg. Allg. Chem.

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The electrochemical synthesis is an underestimated synthesis protocol, which can lead to unexpected results. We obtained an unusual CuI complex salt with a pentanuclear anion and a heptanuclear cation. The anion [Cu5(StBu)6]– features a trigonal prism coordination motif with a twisted arrangement. The cation [Cu7(StBu)6(bipy)3]+ is structurally almost identical to the anion and shares therefore basic building principles. These Cu–S skeletons with additional N donor functions in the cation have relevance to biological copper proteins. Besides structural discussion and analysis, a theoretical study was performed to determine stabilizing effects. This is accomplished by means of DFT with a triple‐zeta basis set and the TPSSh functional in order to highlight bonding interactions and to understand d10–d10 interactions, which are assigned a major stabilizing part. This is realized through Wiberg bond analysis and frontier orbital analysis of both ions.

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“The Golden Method”: Electrochemical Synthesis Is an Efficient Route to Gold Complexes

Abstract: Gold compounds to be obtained by the direct electrochemical oxidation of a noble metal are reported. This achievement provides an alternative procedure to obtaining neutral gold compounds with potential medical or catalytic applications.

Cited by 15 publications

References 32 publications

Two Synthetic Approaches to Coinage Metal(I) Mesocates: Electrochemical versus Chemical Synthesis

Two Synthetic Approaches to Coinage Metal(I) Mesocates: Electrochemical versus Chemical Synthesis

Combined Effect of Caspase-Dependent and Caspase-Independent Apoptosis in the Anticancer Activity of Gold Complexes with Phosphine and Benzimidazole Derivatives

Direct Electrochemical Synthesis of an Unusual Complex Salt: Almost Structural Identity - Different Charge

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