Mixed-ligand copper(I) halide complexes bearing 4,5-bis(diphenylphosphano)-9,9-dimethyl-xanthene and N-methylbenzothiazole-2-thione: Synthesis, structures, luminescence and antibacterial activity mediated by DNA and membrane damage

Evangelinou, O.; Hatzidimitriou, Antonios G.; Velali, Ekaterini; Pantazaki, Αnastasia A.; Voulgarakis, Nikolaos K.; Aslanidis, P.

doi:10.1016/j.poly.2014.02.002

Cited by 51 publications

(31 citation statements)

References 38 publications

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“…atom, the arylthioether S2 donor at a typical distance of 2.2318(14) Å [11,12], and a terminal iodo ligand at a Cu1-I1 distance of 2.5383 (7) Å. This bond length is in the short end of terminal Cu-I distances, which have been reported in the range of 2.52-2.73 Å [11,13]. Although the long Cu1-N3 distance of 2.593(5) Å to the tertiary amine N3 donor in the apical site can be considered long relative to that in related complexes (2.21-2.41 Å) [11,13b,14], it is not unusual with this type of tripodal ligands, most of which lack a Cu-N(amine) interaction [6].…”

Section: Copper Complexesmentioning

confidence: 86%

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Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

et al. 2015

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Section: Copper Complexesmentioning

confidence: 86%

“…Calc for C 21 H 25 Cl 2 CuN 5 SÁ2H 2 O (531.99):. C,47.41;H,5.12;N,13.16;Found,C,47.78;H,5.28;N,13.99%. UV-Vis (MeOH, k max , r.t.) 644 nm, 116 M À1 cm À1 (d-d transition), 304 nm, 941 M À1 cm À1 (S ?…”

Section: [Cucl(c 21 H 25 N 5 S)]cl [L 3 Cucl]clmentioning

confidence: 95%

Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

et al. 2015

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“…14 30 [Hmim]TFA, 31 pdodecylbenzenesulfonic acid, 32 p-dodecylbenzenesulfonic acid/ ultrasound, 33 Dowex-50W, 34 amberlyst-15, 35 montmorillonite K10, 36 Fe 3+ -montmorillonite, 37 1,1,3,3-N,N,N 0 ,N 0 -tetramethylguanidinium triuoroacetate/TFA, 38 Et 3 (PhCH 2 )NBr, 39 TMSCl, 40 DABCO, 41 CuI/ poly(4-vinylpyridine), 42 graphene oxide-incorporated strontium NPs, 43 choline chloride/itaconic acid, 44 (NH 4 ) 2 HPO 4 , 45 and polyaniline-p-toluenesulfonate 46 1,8-dioxo-octahydroxanthenes have been prepared. In this context, some procedures involving Dowex-50W, 34 1,1,3,3-N,N,N 0 ,N 0 -tetramethylguanidinium triuoroacetate/TFA, 38 graphene oxide-incorporated strontium NPs, 43 choline chloride/ itaconic acid, 44 [Msim]Cl, 47 [Hmim] [HSO 4 ], 47 [Et 3 N-SO 3 4 ], 48 [Bmim] [BF 4 ], 49 Nsulfonic acid poly(4-vinylpyridinium) hydrogen sulfate, 50 p-toluene sulfonic acid, 51 amberlyst-15, 52 and FeCl 3 $6H 2 O 53 have also been reported for the preparation of 5H-dibenzo[b,i]xanthene tetraone materials. Aligned with the manifold capabilities of xanthene derivatives, therefore, the development of simple, efficient and clean synthetic protocols using green and highly reactive environmental benign catalysts is still needed.…”

Section: Introductionmentioning

confidence: 99%

Immobilized copper-layered nickel ferrite on acid-activated montmorillonite, [(NiFe₂O₄@Cu)(H⁺-Mont)], as a superior magnetic nanocatalyst for the green synthesis of xanthene derivatives

Zeynizadeh

Rahmani

2019

RSC Adv.

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In this study, the immobilization of copper-layered nickel ferrite on the surface and in the cavities of acidactivated montmorillonite (H + -Mont) was investigated. In this context, magnetic nanoparticles (MNPs) of NiFe 2 O 4 as the prime magnetic cores were prepared. Next, through the reduction of Cu 2+ ions with sodium borohydride, the nanoparticles of Cu 0 were immobilized on the nanocore-surface of NiFe 2 O 4 , and the constituent NiFe 2 O 4 @Cu MNPs were obtained. Moreover, through the activation of montmorillonite K10 (Mont K10) with HCl (4 M) under controlled conditions, the H + -Mont constituent was prepared. The nanostructured NiFe 2 O 4 @Cu was then intercalated within the interlayers and on the external surface of the H + -Mont constituent to afford the novel magnetic nanocomposite (NiFe 2 O 4 @Cu)(H + -Mont). The prepared clay nanocomposite was characterized using FTIR spectroscopy, SEM, EDX, XRD, VSM and BET analyses. The obtained results showed that through acid-activation, the stacked-sheet structure of Mont K10 was exfoliated to tiny segments, leading to a significant increase in the surface area and total pore volume of the H + -Mont constituent as compared to those of montmorillonite alone. SEM analysis also exhibited that the dispersion of NiFe 2 O 4 @Cu MNPs in the interlayers and on the external surface of acid-activated montmorillonite was carried out successfully, and the nanoparticle sizes were distributed in the range of 15-25 nm. The BET surface analysis also indicated that through the immobilization of NiFe 2 O 4 @Cu MNPs, the surface area and total pore volume of the H + -Mont system were decreased. The catalytic activity of (NiFe 2 O 4 @Cu)(H + -Mont) was further studied towards the synthesis of substituted 13-aryl-5H-dibenzo [b,i]xanthene-5,7,12,14(13H) tetraones 3(a-k) and 3,3,6,6-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H) diones 5(a-k) via the pseudo-one-pot three-component cyclocondensation of 2-hydroxy-1,4-naphthoquinone (Lawsone)/ dimedone and aromatic aldehydes in a mixture of H 2 O-EtOH (1 : 1 mL) as a green solvent at 80-90 C.The (NiFe 2 O 4 @Cu)(H + -Mont) MNPs can be easily separated from the reaction mixture by an external magnetic field and reused for seven consecutive cycles without significant loss of catalytic activity.

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“…Xanthene and their derivatives are an important class of heterocyclic compounds that exhibit broad spectra of pharmaceutical and biological properties, such as antimicrobial [1], antiproliferative [2], antibacterial [3], and antioxidant activity [4]. Xanthenes can also be used in the preparation of stable laser dyes [5], fluorescent sensor [6,7], and protein labelling fluorophores [8].…”

Section: Introductionmentioning

confidence: 99%

Choline chloride and itaconic acid-based deep eutectic solvent as an efficient and reusable medium for the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones

et al. 2015

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Choline chloride and itaconic acid-based deep eutectic solvent has been identified as an effective catalyst and reaction medium for synthesis of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones by condensation of 2-hydroxynaphthalene-1,4-dione with various aldehydes. The reaction conditions are mild and environmentally friendly. Graphical abstract RCHO O O OH O O O O O R ChCl/itaconic acid + 2 80 o C

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Mixed-ligand copper(I) halide complexes bearing 4,5-bis(diphenylphosphano)-9,9-dimethyl-xanthene and N-methylbenzothiazole-2-thione: Synthesis, structures, luminescence and antibacterial activity mediated by DNA and membrane damage

Cited by 51 publications

References 38 publications

Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

Immobilized copper-layered nickel ferrite on acid-activated montmorillonite, [(NiFe₂O₄@Cu)(H⁺-Mont)], as a superior magnetic nanocatalyst for the green synthesis of xanthene derivatives

Choline chloride and itaconic acid-based deep eutectic solvent as an efficient and reusable medium for the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones

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Mixed-ligand copper(I) halide complexes bearing 4,5-bis(diphenylphosphano)-9,9-dimethyl-xanthene and N-methylbenzothiazole-2-thione: Synthesis, structures, luminescence and antibacterial activity mediated by DNA and membrane damage

Cited by 51 publications

References 38 publications

Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

Synthesis, spectroscopic, and structural characterization of mixed thioether–benzimidazole copper complexes

Immobilized copper-layered nickel ferrite on acid-activated montmorillonite, [(NiFe2O4@Cu)(H+-Mont)], as a superior magnetic nanocatalyst for the green synthesis of xanthene derivatives

Choline chloride and itaconic acid-based deep eutectic solvent as an efficient and reusable medium for the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones

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Immobilized copper-layered nickel ferrite on acid-activated montmorillonite, [(NiFe₂O₄@Cu)(H⁺-Mont)], as a superior magnetic nanocatalyst for the green synthesis of xanthene derivatives