Acetate/Di-2-pyridyl Ketone Oximate “Blend” as a Source of High-Nuclearity Nickel(II) Clusters:  Dependence of the Nuclearity on the Nature of the Inorganic Anion Present

Stamatatos, Theocharis C.; Diamantopoulou, Eleanna; Raptopoulou, Catherine P.; Psycharis, Vassilis; Escuer, Albert; Perlepes, Spyros P.

doi:10.1021/ic062262t

Cited by 66 publications

(23 citation statements)

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“…Nevertheless, there is one particular class of low molecular weight organic compounds that can act as ligands for binding silver(I) cations and will form complexes that satisfy the specific requirements outlined above. These compounds are oximes, which represent versatile organic molecules that were extensively used as excellent ligands in analytical [15], inorganic [16-20] and bioinorganic chemistry [21-23]. Cyanoximes – compounds with the general formula HON=C(CN)-R (R = electron withdrawing group) – represent a new, special class of biologically active molecules [24], and their chemistry and biomedical applications have been intensively developed in the last two decades [25].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of two cyanoxime ligands, their precursors, and light insensitive antimicrobial silver(I) cyanoximates

Riddles

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Lotlikar

et al. 2014

Inorganica Chimica Acta

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High-yield syntheses of N-piperidine-cyanacetamide (1), N-morpholyl-cyanacetamide (4) and their oxime derivatives N-piperidine-2-cyano-2-oximino-acetamide (HPiPCO, 2) and N-morpholyc-2-cyano-2-oximino-acetamide (HMCO, 5) were developed using two-step preparations. At first, the reactions of neat cyanoacetic acid esters and the respective cyclic secondary amines such as piperideine and morpholine afforded pure cyanacetamides, which were converted into cyanoximes at room temperature using the nitrosation reaction with gaseous CH3ONO. The synthesized compounds were investigated by means of IR, 1H, 13C and UV-visible spectroscopy. Crystal structures of two starting substituted cyan-acetamides and two target cyanoximes were determined. Silver(I) complexes of AgL composition (L = PipCO, 3; MCO, 6) were prepared in high yield. Both metal complexes are thermally stable above 100oC, and remarkably stable to high intensity visible light. The stability of dried AgL compounds towards short wavelength UV-radiation (a frequently used germicidal light) was examined using diffusion reflectance spectroscopy. Both complexes demonstrate slow photoreduction within ~3 hrs, observable as a gradual color change and darkening due to the formation of fine (nano-scale) particles of metallic silver. The complex Ag(MCO), 6, is about 2.6 times less stable towards UV-radiation than its more lypophyllic analog Ag(PipCO), 3. Antimicrobial and biofilm growth inhibition properties of the prepared solid acrylate-based polymeric composites containing embedded silver(I) cyanoximates were investigated using three human pathogens: P. aeruginosa PAO1 (wound isolate), S. aureus NRS70 (methicillin resistant respiratory isolate), and S. mutans UA159 (cariogenic dental isolate). Studies showed that both 3 and 6 compounds completely abolished the growth of PAO1 at 0.5 weight % concentration, and the growth of UA159 and NRS70 at 1% concentration. Moreover, data demonstrates that complexes 3 and 6 also inhibit both planktonic and biofilm growth of Gram-positive and Gram-negative bacterial pathogens. The demonstrated thermal stability and pronounced antimicrobial activity of both silver(I) cyanoximates indicates the strong potential for the studied complexes to be used as light insensitive antimicrobial additives to light-curable adhesives that set indwelling devices in place.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of two cyanoxime ligands, their precursors, and light insensitive antimicrobial silver(I) cyanoximates

Riddles

Whited

Lotlikar

et al. 2014

Inorganica Chimica Acta

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“…The MS (positive-ion mode) for 1 shows two main peaks at the regions of 671. 19 44 Further topological analysis of these compounds using TOPOS software 58 and implementing monoatomic bridges to connect the metal centres 59 yields the following eight motifs shown in Figure 7; two twisted triangles sharing one edge (2,4M5-1) 60,61 linear (1,2,2M5-1) 62,63 , cross-like (1,4M5-1) 64,65 , trigonal bipyramidal-like (2,3M5-1, 66 2,3,3M5-1 67 and 3,4M5-1 68 ), ring-like (2M5-1) 69,70 and pentagonal like (4M5-1) 71 . The topological analysis of compound 8 gives an NDk-m symbol 2,3,4M5-1 and this is the first example ever seen in Ni chemistry.…”

Section: Solution Studiesmentioning

confidence: 99%

Polynuclear ampyrone based 3d coordination clusters

et al. 2018

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“…Das et al (2011) reported the coordination of urea through its nitrogen atom in the nano-sized cupric sulphate-urea complex derived in the aqueous medium.Pyridine-2-aldoxime binds to many metal ions as a neutral or anionic bidentate ligandusingthe nitrogen atom of the oximic and pyridyl groups for coordination (Croitor et al, 2013;Bucci et al, 1984;Liu and Liu, 1963). With its derivatives, ithas been shown to form complexes in different coordinationmodes even within the same multinuclear aggregate (Konidaris et al, 2010;Stamatatos et al, 2007). Raptopoulou and Psycharis (2008) have reported the mixed valence trinuclear complexes containing pyridine-2-aldoxime.…”

Section: Introductionmentioning

confidence: 99%

Article 33

2019

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Mixed ligand copper (II) complexes of ethanolamine (Ea) and urea (U) with aromatic NNʹ donors (pyridine-2-aldoxime (Pa)), 2,2ʹ-bipyridine (Bpy), 1,10-phenanthroline (Phen)) were synthesized. The complexes were characterized by melting points, percentage metal analyses, infrared and UV-Vis spectra, magnetic susceptibility and molar conductance measurements. The infrared spectra revealed that ethanolamine and urea were bonded to the central copper ion as monodentate ligands through nitrogen and oxygen atoms respectively whilethe aromaticbases were coordinated as bidentate ligands. The magnetic moments of the complexes between 1.8 and 2.1 BM were within the expected range for magnetically dilute Cu (II) complexes. The electronic spectraof the mixed ligand complexes showed λ max in the regions 299-327 cm-1 and 623-663 cm-1 for nπ* and 2 E g  2 T g transitions respectively. These values were indicative of copper (II) with octahedral geometries. The molar conductance values of the complexes in the ranges 49-110 and 5.1-21.9 Ω-1 cm 2 mol-1 , suggested their non-electrolytic nature in water and in nitromethane respectively.

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Acetate/Di-2-pyridyl Ketone Oximate “Blend” as a Source of High-Nuclearity Nickel(II) Clusters: Dependence of the Nuclearity on the Nature of the Inorganic Anion Present

Abstract: The use of di-2-pyridyl ketone oxime [(py)2CNOH] in reactions with Ni(O2CMe)2.4H2O, in the presence or absence of extra inorganic anions (N3- and SCN-) has led to Ni4, Ni5, and Ni7 clusters; the magnetic study of the heptanuclear nickel(II) complex reveals an S = 3 ground state.

Cited by 66 publications

References 17 publications

Synthesis and characterization of two cyanoxime ligands, their precursors, and light insensitive antimicrobial silver(I) cyanoximates

Synthesis and characterization of two cyanoxime ligands, their precursors, and light insensitive antimicrobial silver(I) cyanoximates

Polynuclear ampyrone based 3d coordination clusters

Article 33

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