Synthesis and characterization of copper(II) dithiocarbamate complexes involving pyrrole and ferrocenyl moieties and their utility for sensing anions and preparation of copper sulfide and copper–iron sulfide nanoparticles

Gurumoorthy, Govindasamy; Thirumaran, S.; Ciattini, Samuele

doi:10.1002/aoc.4363

Cited by 21 publications

(4 citation statements)

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“…They fall into three main types. Most common are dialkyl complexes, which can be symmetrically or unsymmetrically substituted or encompassed into a cyclic system, and a large number of these have been prepared [7,8,[14][15][16][17][18][19][20][21]. Over the past decade, an increasing number of alkyl-aryl complexes (Figure 1d) have been documented, also being prepared by the same simple method as described above [22][23][24].…”

Section: Copper(ii) Bis(dithiocarbamate) Complexesmentioning

confidence: 99%

“…Copper dithiocarbamates have also been used in conjunction with other metal dithiocarbamates including bismuth, tin, iron and antimony as dual SSPs for the synthesis of a range of ternary metal sulfides, including copper antimony sulfides (CuSbS 2 , Cu 3 SbS 4 , Cu 12 Sb 4 S 13 and Cu 3 SbS 3 ) [209], copper bismuth sulfides (Cu 3 BiS 3 , and Cu 4 BiS 9 ) [210], copper tin sulfides (Cu 2 SnS 3 , and Cu 4 SnS 4 ) [211] and copper iron sulfides (CuFe 2 S 3 and Cu 5 FeS 4 ) [18]. The unique chemical, physical and structural properties of these ternary copper sulfides makes them potential materials for optoelectronic devices such as solar cells [212], superconductors and sensors.…”

Section: Ternary Metal Sulfidesmentioning

confidence: 99%

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Copper Dithiocarbamates: Coordination Chemistry and Applications in Materials Science, Biosciences and Beyond

Hogarth

Onwudiwe

2021

Inorganics

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Copper dithiocarbamate complexes have been known for ca. 120 years and find relevance in biology and medicine, especially as anticancer agents and applications in materials science as a single-source precursor (SSPs) to nanoscale copper sulfides. Dithiocarbamates support Cu(I), Cu(II) and Cu(III) and show a rich and diverse coordination chemistry. Homoleptic [Cu(S2CNR2)2] are most common, being known for hundreds of substituents. All contain a Cu(II) centre, being either monomeric (distorted square planar) or dimeric (distorted trigonal bipyramidal) in the solid state, the latter being held together by intermolecular C···S interactions. Their d9 electronic configuration renders them paramagnetic and thus readily detected by electron paramagnetic resonance (EPR) spectroscopy. Reaction with a range of oxidants affords d8 Cu(III) complexes, [Cu(S2CNR2)2][X], in which copper remains in a square-planar geometry, but Cu–S bonds shorten by ca. 0.1 Å. These show a wide range of different structural motifs in the solid-state, varying with changes in anion and dithiocarbamate substituents. Cu(I) complexes, [Cu(S2CNR2)2]−, are (briefly) accessible in an electrochemical cell, and the only stable example is recently reported [Cu(S2CNH2)2][NH4]·H2O. Others readily lose a dithiocarbamate and the d10 centres can either be trapped with other coordinating ligands, especially phosphines, or form clusters with tetrahedral [Cu(μ3-S2CNR2)]4 being most common. Over the past decade, a wide range of Cu(I) dithiocarbamate clusters have been prepared and structurally characterised with nuclearities of 3–28, especially exciting being those with interstitial hydride and/or acetylide co-ligands. A range of mixed-valence Cu(I)–Cu(II) and Cu(II)–Cu(III) complexes are known, many of which show novel physical properties, and one Cu(I)–Cu(II)–Cu(III) species has been reported. Copper dithiocarbamates have been widely used as SSPs to nanoscale copper sulfides, allowing control over the phase, particle size and morphology of nanomaterials, and thus giving access to materials with tuneable physical properties. The identification of copper in a range of neurological diseases and the use of disulfiram as a drug for over 50 years makes understanding of the biological formation and action of [Cu(S2CNEt2)2] especially important. Furthermore, the finding that it and related Cu(II) dithiocarbamates are active anticancer agents has pushed them to the fore in studies of metal-based biomedicines.

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Section: Copper(ii) Bis(dithiocarbamate) Complexesmentioning

confidence: 99%

Section: Ternary Metal Sulfidesmentioning

confidence: 99%

Copper Dithiocarbamates: Coordination Chemistry and Applications in Materials Science, Biosciences and Beyond

Hogarth

Onwudiwe

2021

Inorganics

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“…metal oxides, sulphides, halides, etc.) is promising and is a strongly developed direction of material science researches . The benefit of using coordination compounds results from the possibility to control both size and morphology of the nanoparticles by intentional modifications of a precursor structure .…”

Section: Introductionmentioning

confidence: 99%

Structurally diverse coordination compounds of zinc as effective precursors of zinc oxide nanoparticles with various morphologies

Świątkowski

Kruszyński

2019

Applied Organom Chemis

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The structurally diverse coordination compounds of zinc were designed and synthesized using two types of building blocks: short‐chain carboxylate ions and hexamethylenetetraamine. They were characterized by X‐ray crystallography, infrared spectroscopy and thermal analysis. The studied compounds were used as precursors for production (via controlled thermal conversion) of zinc oxide nanoparticles. The conversion process was optimized in terms of two parameters (heating rate and maximum temperature). Such an approach, combined with proper design of the precursor structure, allows fabrication of various zinc oxide micro‐ and nanoparticles. The influence of a precursor structure and modifications of conversion parameters on size and morphology of ZnO particles were studied and discussed.

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“…The heterocyclic ring carbons, which appeared at 51.40 ppm and 66.13 ppm in the morpholine ligand, shifted upfield to 51.59 ppm and 66.08 ppm in the Zn(II) complex. The electronic spectrum of the free ligand ( Figure S4 ) exhibited two absorption bands, at 263 nm and 286 nm, attributed to the π-π * transition of the N–C=S and S–C=S [ 37 ] In the complexes, the Cu(II) complex exhibited two bands, the intense band at 276 nm attributed to intra-ligand charge transfer transitions mainly associated with N–C=S and S–C=S moieties, and a broad absorption band at 441 nm assigned to the d-d transition for copper(II) in a square planar geometry [ 38 ]. The electronic spectrum of the Zn(II) complex showed one broad band at 346 nm that resulted from its d 10 configuration, attributed to the intra-ligand charge transfer transition [ 39 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Crystal Structures and Anticancer Studies of Morpholinyldithiocarbamato Cu(II) and Zn(II) Complexes

et al. 2020

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Cu(II) and Zn(II) morpholinyldithiocarbamato complexes, formulated as [Cu(MphDTC)2] and [Zn(μ-MphDTC)2(MphDTC)2], where MphDTC is morpholinyldithiocarbamate were synthesized and characterized by elemental analysis, spectroscopic techniques and single-crystal X-ray crystallography. The molecular structure of the Cu(II) complex revealed a mononuclear compound in which the Cu(II) ion was bonded to two morpholinyl dithiocarbamate ligands to form a four-coordinate distorted square planar geometry. The molecular structure of the Zn(II) complex was revealed to be dinuclear, and each metal ion was bonded to two morpholinyl dithiocarbamate bidentate anions, one acting as chelating ligand, the other as a bridge between the two Zn(II) ions. The anticancer activity of the morpholinyldithiocarbamate ligand, Cu(II) and Zn(II) complexes were evaluated against renal (TK10), melanoma (UACC62) and breast (MCF7) cancer cells by a Sulforhodamine B (SRB) assay. Morpholinyldithiocarbamate was more active than the standard drug parthenolide against renal and breast cancer cell lines, and [Zn(μ-MphDTC)2(MphDTC)2] was the most active complex against breast cancer. The copper(II) complex had a comparable activity with the standard against renal and breast cancer cell lines but showed an enhanced potency against melanoma when compared to parthenolide.

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Synthesis and characterization of copper(II) dithiocarbamate complexes involving pyrrole and ferrocenyl moieties and their utility for sensing anions and preparation of copper sulfide and copper–iron sulfide nanoparticles

Cited by 21 publications

References 45 publications

Copper Dithiocarbamates: Coordination Chemistry and Applications in Materials Science, Biosciences and Beyond

Copper Dithiocarbamates: Coordination Chemistry and Applications in Materials Science, Biosciences and Beyond

Structurally diverse coordination compounds of zinc as effective precursors of zinc oxide nanoparticles with various morphologies

Synthesis, Crystal Structures and Anticancer Studies of Morpholinyldithiocarbamato Cu(II) and Zn(II) Complexes

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