Synthesis, characterization, and antibacterial activities of copper(I) bromide complexes of thioureas: X-ray structure of [Cu(Metu)4]Br

Mufakkar, Muhammad; Isab, Anvarhusein A.; Rüffer, Tobias; Lang, Heinrich; Ahmad, Saeed; Arshad, Najma; Waheed, Abdul

doi:10.1007/s11243-011-9496-9

Cited by 6 publications

(6 citation statements)

References 48 publications

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“…The peak position for the dithiocarbamate group at 212 ppm is concordant with the observed values of noncoordinated monoalkyldithiocarbamate anions and is clearly differentiated from the peak of any unreacted CS 2 , which would appear at 193 ppm . The absence of peaks at approximately 129 and 181 ppm proves that alkylisothiocyanates or N , N ′-dialkylthioureas which are other potential products of a CS 2 /alkylamine reaction have not formed, respectively. Although the technical grade oleylamine used in this synthesis has a purity of 70%, the impurities in the reagent consist of long chain alkylamines, such as hexadecyl-, hexadecynl-, heptadecyl-, and octadecylamine, which are expected to react in a similar fashion to oleylamine.…”

Section: Resultssupporting

confidence: 79%

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals

Chesman

Embden

Duffy

et al. 2013

Crystal Growth & Design

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Herein we outline a general one-pot method to produce large quantities of compositionally tunable, kesterite Cu2ZnSnS4 (CZTS) nanocrystals (NCs) through the decomposition of in situ generated metal sulfide precursors. This method uses air stable precursors and should be applicable to the synthesis of a range of metal sulfides. We examine the formation of the ligands, precursors, and particles in turn. Direct reaction of CS2 with the aliphatic primary amines and thiols that already constitute the reaction mixture is used to produce ligands in situ. Through the use of 1H and 13C nuclear magnetic resonance, Fourier transform infrared spectroscopy, and optical absorption spectroscopy, we elucidate the formation of the resulting oleyldithiocarbamate and dodecyltrithiocarbonate ligands. The decomposition of their corresponding metal complexes at temperatures of ∼100 °C yields nuclei with a size of 1–2 nm, with further growth facilitated by the decomposition of dodecanethiol. In this way the nucleation and growth stages of the reaction are decoupled, allowing for the generation of NCs at high concentrations. Using in situ X-ray diffraction, we monitor the evolution of our reactions, thus enabling a real-time glimpse into the formation of Cu2ZnSnS4 NCs. For completeness, the surface chemistry and the electronic structure of the resulting CZTS NCs are studied.

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Section: Resultssupporting

confidence: 79%

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals

Chesman

Embden

Duffy

et al. 2013

Crystal Growth & Design

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“…selected IR spectroscopic vibration bands of 1e6 listed in Table 1 (Fig. 1), where the n(C]S) occurs between 740 and 680 cm À1 for the free ligand, is shifted toward lower frequency upon complexation, as observed for the other thione compounds [31] and n(NH) around 3200 cm À1 is slighly shifted to higher wave numbers in Cu(I)-complex indicates the existence of the thione form of the ligand in the solid state of the complex. n(CuN) band~470 cm À1 in compound 3, 6 indicates the coordination via nitrogen of phen to copper centre [32].…”

Section: Infra-red Spectroscopymentioning

confidence: 68%

Synthesis, spectroscopic characterisation, thermal analysis, DNA interaction and antibacterial activity of copper(I) complexes with N, N′- disubstituted thiourea

Chetana

Srinatha

Somashekar

et al. 2016

Journal of Molecular Structure

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copper(I) complexes [Cu(4MTU) 2 Cl] (2), [Cu(4MTU) (B)Cl] (3), [Cu(6MTU) 2 Cl] (5) and [Cu(6MTU) (B)Cl] ( 6) where 4MTU ¼ 1-Benzyl-3-(4-methyl-pyridin-2-yl)-thiourea (1) and 6MTU ¼ 1-Benzyl-3-(6-methylpyridin-2-yl)-thiourea (4), B is a N,N-donor heterocyclic base, viz. 1,10-phenanthroline (phen 3, 6), were synthesized, characterized by various physico-chemical and spectroscopic techniques. The elemental analysis suggests that the stoichiometry to be 1:2 (metal:ligand) for 2, 5 1:1:1 (metal:ligand:B) for 3, 6. Xray powder diffraction illustrates that the complexes have crystalline nature. IR data coupled with electronic spectra and molar conductance values suggest that the complex 2, 5 show the presence of a trigonal planar geometry and the complex 3, 6 show the presence of a tetrahedral geometry about the Cu(I) centre. The binding affinity towards calf thymus (CT) DNA was determined using UV-Vis, fluorescence spectroscopic titrations and viscosity studies. These studies showed that the tested phen complexes 3, 6 bind moderately (in the order of 10 5 M À1 ) to CT DNA. The complex 2, 5 does not show any apparent binding to the DNA and hence poor cleavage efficiency. Complex 3, 6 shows efficient oxidative cleavage of plasmid DNA in the presence of H 2 O 2 involving hydroxyl radical species as evidenced from the control data showing inhibition of DNA cleavage in the presence of DMSO and KI. The in vitro antibacterial assay indicates that these complexes are good antimicrobial agents against various pathogens. Anti-bacterial activity is higher when thiourea coordinates to metal ion than the thiourea alone.

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“…The reaction of CuCl with a two-fold excess of the ligand was carried out under identical conditions and the same products were obtained. By changing the reaction medium from acetonitrile to MeOH, all attempts were unsuccessful in obtaining exclusively tetrahedral complex of geometry [CuL 3 Cl], [CuL 2 Cl 2 ], or [CuL 4 ]Cl, where L = thiourea ligand [39][40][41]. The ligand reacted with CuI in a molar ratio 3:1 and the proposed compound 2 was thus obtained.…”

Section: General Chemistry and Spectroscopymentioning

confidence: 99%

Complexes of 1,3-Diisobutyl Thiourea with Copper(I), Zinc(II) and Mercury(II): Their Antioxidant and Antibacterial Evaluation

et al. 2021

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The reaction of 1,3-Diisobutyl thiourea (Tu) with metal salts, {[CuX (X = Cl, I)], [ZnCl2] and [HgI2] in an appropriate stoichiometric ratio afforded the corresponding metal complexes [Tu2CuCl] (1), [Tu3CuI] (2), [Tu2ZnCl2] (3) and [Tu2HgI2] (4) in good yields. The FT-IR data show typically broad signals (3278–3288 cm−1) attributed to the involvement of NH bonds in extensive hydrogen bonding. The structures of complexes were proposed based on a spectroscopic data set. Compounds 1 and 2 were additionally characterized by single-crystal X-ray analysis. Complexes 1–4 were tested for their free radical scavenging efficiency using 2,2-diphenyl-1-picrylhydrazyl free radical (hereafter abbreviated as DPPH). The free radical scavenging activity was a function of decrease in the resultant absorption of DPPH solution after the mixing of an appropriate concentration of the respective complex. The activity of complexes was determined to be dose dependent and increased concentration of the complex resulted in improved antioxidant activity. Compound 1 was found to be the most efficient, with 79.9% free radical scavenging activity. Complexes were also tested for their efficiency against selected strains of bacteria (E. coli, S. flexneri, S. typhi, and P. aeruginosa) and the activities were compared to commercially available standard drug cephradine. Compound 1 was more active against P.aeruginosa (ZI 13.25), while compound 4 was found to be more active against E. coli (ZI 11.0), S. flexneri (ZI 11.2), and S. typhi (ZI 10.5).

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Synthesis, characterization, and antibacterial activities of copper(I) bromide complexes of thioureas: X-ray structure of [Cu(Metu)4]Br

Abstract: Copper(I) complexes of thioureas having the general formulae [CuL n Br] and [CuL n ]Br [where, n = 1 -4 and L = thiourea (Tu), N-methylthiourea (Metu), N-ethylthiourea (Ettu), N,N 0

Cited by 6 publications

References 48 publications

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals

Synthesis, spectroscopic characterisation, thermal analysis, DNA interaction and antibacterial activity of copper(I) complexes with N, N′- disubstituted thiourea

Complexes of 1,3-Diisobutyl Thiourea with Copper(I), Zinc(II) and Mercury(II): Their Antioxidant and Antibacterial Evaluation

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Synthesis, characterization, and antibacterial activities of copper(I) bromide complexes of thioureas: X-ray structure of [Cu(Metu)4]Br

Abstract: Copper(I) complexes of thioureas having the general formulae [CuL n Br] and [CuL n ]Br [where, n = 1 -4 and L = thiourea (Tu), N-methylthiourea (Metu), N-ethylthiourea (Ettu), N,N 0

Cited by 6 publications

References 48 publications

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu2ZnSnS4 Nanocrystals

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu2ZnSnS4 Nanocrystals

Synthesis, spectroscopic characterisation, thermal analysis, DNA interaction and antibacterial activity of copper(I) complexes with N, N′- disubstituted thiourea

Complexes of 1,3-Diisobutyl Thiourea with Copper(I), Zinc(II) and Mercury(II): Their Antioxidant and Antibacterial Evaluation

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In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals

In Situ Formation of Reactive Sulfide Precursors in the One-Pot, Multigram Synthesis of Cu₂ZnSnS₄ Nanocrystals