Syntheses, crystal structures and photoluminescent properties of new homoleptic and heteroleptic zinc(II) dithiocarbamato complexes

Bharti, A.; Bharati, Pooja; Chaudhari, U.K.; Singh, Anish Kumar; Kushawaha, S.K.; Singh, Nanhai; Bharty, M.K.

doi:10.1016/j.poly.2014.10.002

Cited by 23 publications

(10 citation statements)

References 37 publications

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“…The geometry around each zinc(II) ion was tetrahedrally distorted, with S2–Z1–S3, S3–Z1–S1 and S4–Z1–S bond angles of 115.48, 112.70 and 107.68°, respectively. The bond lengths and bond angles in this compound were in close agreement with reported isostructural dimeric Zn(II) dithiocarbamate complexes [ 45 , 46 , 47 ]. Each monomeric unit in the crystal packing of the Zn(II) complex was held together by intramolecular C–H···C, C–H···S (blue lines) and intermolecular C–H···S (red lines) interactions ( Figure 4 ).…”

Section: Resultssupporting

confidence: 89%

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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Section: Resultssupporting

confidence: 89%

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

et al. 2020

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“…21 Notably, the signals due to ketonic groups (>C]O) of naphthoquinone appear almost at same positions viz. The 13 C NMR spectrum of L in CDCl 3 displays characteristic signals due to ketonic groups (>C]O) of naphthoquinone at 180.66, 176.71 ppm along with expected signals in aromatic/aliphatic regions.…”

Section: Nmr Spectral Studymentioning

confidence: 97%

Synthesis, electrochemical, fluorescence and antimicrobial studies of 2-chloro-3-amino-1,4-naphthoquinone bearing mononuclear transition metal dithiocarbamate complexes [M{κ²S,S-S₂C–piperazine–C₂H₄N(H)ClNQ}_n]

Verma

Singh

2015

RSC Adv.

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A novel multifunctional ligand precursor 2-chloro-3-{2-(piperazinyl)ethyl}-amino-1,4-naphthoquinone (L) was synthesized by chemo-selective reaction of 2,3-dichloro-1,4-naphthoquinone and 2-(piperazin-1-yl)ethanamine and characterized, prior to use. A series of mononuclear transition metal dithiocarbamate complexes [M{k 2 S,S-S 2 C-piperazine-C 2 H 4 N(H)ClNQ} n ] {M ¼ Mn(III) 1, Co(III) 2, Ni(II) 3, Cu(II) 4, Zn(II) 5; ClNQ ¼ 2-chloro-1,4-naphthoquinone; n ¼ 3 for 1-2 and n ¼ 2 for 3-5} bearing pendant 2-chloro-3-amino-1,4-naphthoquinone groups were efficiently synthesized through a selfassembly process involving L, CS 2 and corresponding metal acetates. 1-5 were characterized by microanalysis and standard spectroscopic methods such as ESI-MS, IR, 1 H and 13 C NMR and UV-visible absorption spectroscopy. Significantly, all compounds exhibit medium to very strong fluorescence emission bands in the visible region with concomitant Stokes shifts of z280 nm upon excitation at their respective l max values. Thermal stability of complexes 1-5 has been investigated by thermogravimetric analysis. Cyclic voltammetric study clearly reveals that L and 1-5 are electro active with respect to the dominant redox-active naphthoquinone moiety. Further, L and 1-5 were tested against six important pathogen microorganisms viz. S. aureus, B. subtilis, E. coli, P. aeruginosa, C. albicans and A. niger by using the Broth dilution method. A broad spectrum of the strongest antimicrobial activity was determined for the copper(II) complex 4 and L. The enhanced antibacterial activity of L and copper(II) complex 4 against S. aureus apparently reveals them to be a superior antibacterial agent than the reference drug ciprofloxacin.

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“…The same binuclear molecule is found in a di-hydrate (75) and is centrosymmetric [96]. The persistence of the centrosymmetric motif is also seen in the structures of {Zn[S 2 CN(CH 2 CH 2 ) 2 NPh] 2 } 2 (67) [92] and {Zn[S 2 CN(Me)Et] 2 } 2 (70) [94] for each of which there are two crystallographically independent binuclear molecules, each disposed about a centre of inversion. The general trend in the observed Zn-S bond lengths for structures adopting motif N is also found for molecules adopting motif O, in that the bridging dithiocarbamate ligands form more symmetric Zn-S bonds than the chelating ligands.…”

Section: Zinc Dithiocarbamatesmentioning

confidence: 60%

Exploring the Topological Landscape Exhibited by Binary Zinc-triad 1,1-dithiolates

Tiekink

2018

Crystals

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Abstract:The crystal chemistry of the zinc-triad binary 1,1-dithiolates, that is, compounds of xanthate [ − S 2 COR], dithiophosphate [ − S 2 P(OR) 2 ], and dithiocarbamate [ − S 2 CNR 2 ] ligands, is reviewed. Owing to a wide range of coordination modes that can be adopted by 1,1-dithiolate anions, such as monodentate, chelating, µ 2 -bridging, µ 3 -bridging, etc., there exists a rich diversity in supramolecular assemblies for these compounds, including examples of zero-, one-, and two-dimensional architectures. While there are similarities in structural motifs across the series of 1,1-dithiolate ligands, specific architectures are sometimes found, depending on the metal centre and/or on the 1,1-dithiolate ligand. Further, an influence of steric bulk upon supramolecular aggregation is apparent. Thus, bulky R groups generally preclude the close approach of molecules in order to reduce steric hindrance and therefore, lead to lower dimensional aggregation patterns. The ligating ability of the 1,1-dithiolate ligands also proves crucial in determining the extent of supramolecular aggregation, in particular for dithiocarbamate species where the relatively greater chelating ability of this ligand reduces the Lewis acidity of the zinc-triad element, which thereby reduces its ability to significantly expand its coordination number. Often, the functionalisation of the organic substituents in the 1,1-dithiolate ligands, for example, by incorporating pyridyl groups, can lead to different supramolecular association patterns. Herein, the diverse assemblies of supramolecular architectures are classified and compared. In all, 27 structurally distinct motifs have been identified.

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Syntheses, crystal structures and photoluminescent properties of new homoleptic and heteroleptic zinc(II) dithiocarbamato complexes

Cited by 23 publications

References 37 publications

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

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

Synthesis, electrochemical, fluorescence and antimicrobial studies of 2-chloro-3-amino-1,4-naphthoquinone bearing mononuclear transition metal dithiocarbamate complexes [M{κ²S,S-S₂C–piperazine–C₂H₄N(H)ClNQ}_n]

Exploring the Topological Landscape Exhibited by Binary Zinc-triad 1,1-dithiolates

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Syntheses, crystal structures and photoluminescent properties of new homoleptic and heteroleptic zinc(II) dithiocarbamato complexes

Cited by 23 publications

References 37 publications

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

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

Synthesis, electrochemical, fluorescence and antimicrobial studies of 2-chloro-3-amino-1,4-naphthoquinone bearing mononuclear transition metal dithiocarbamate complexes [M{κ2S,S-S2C–piperazine–C2H4N(H)ClNQ}n]

Exploring the Topological Landscape Exhibited by Binary Zinc-triad 1,1-dithiolates

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Synthesis, electrochemical, fluorescence and antimicrobial studies of 2-chloro-3-amino-1,4-naphthoquinone bearing mononuclear transition metal dithiocarbamate complexes [M{κ²S,S-S₂C–piperazine–C₂H₄N(H)ClNQ}_n]