3460-67-1Relevant articles and documents
Pesticidal and antifertility activities of triorganogermanium(IV) complexes synthesized using a green chemical approach
Singh, Nirmala,Watts, Sheenam,Joshi, Suresh C.,Singh, Ran V.
, p. 269 - 276 (2013)
Microwave chemistry is a green chemical method that improves reaction conditions and product yields while reducing solvent amounts and reaction times. This paper deals with the synthesis, spectral and biological studies of germanium(IV) complexes with chelating hydrazones derived from 1-(pyridine-2-yl)ethanone (F1) and 1-(furan-2-yl)ethanone (F 2) with isonicotinohydrazide (INH). The complexes have been synthesized under a microwave-green chemical approach and investigated using a combination of microanalytical analysis, melting point, IR spectra, 1H NMR spectra and 13C NMR spectra. Trimethylgermanium(IV) chloride and triphenylgermanium(IV)chloride interact with the hydrazones in a 1:1 molar ratio (metal:ligand), resulting in the formation of coloured products. On the basis of conductance and spectral evidence, a pentacoordinated structure for germanium(IV) complexes has been assigned for these products. The ligand is coordinated to the germanium(IV) via the azomethine nitrogen atom and the enolic oxygen atom. The free ligands and their metal complexes have been tested in male rats in order to assess their antifertility properties. Ligands and their metal complexes have also been tested in vitro against a number of pathogenic microorganisms in order to assess their antimicrobial and pesticidal properties. Both the ligands and their complexes were found to possess appreciable antifertility activity and other activities, which have been discussed in brief. Copyright 2013 John Wiley & Sons, Ltd. This paper deals with the synthesis, spectral, and biological studies of germanium(IV) complexes with chelating hydrazones derived from 1-(pyridine-2-yl)ethanone (F1) and 1-(furan-2-yl)ethanone (F2) with isonicotinohydrazide (INH) and have been synthesized under microwave - green chemical approach and investigated using a combination of microanalytical analysis, melting point, IR spectra, 1H NMR spectra and 13C NMR spectra. Ligands and their metal complexes have also been tested in vitro against a number of pathogenic microorganisms in order to assess their antimicrobial and pesticidal properties. Copyright
Hydrazone-derived copper(II) coordination polymer as a selective liquid-phase catalyst: Synthesis, crystal structure and performance towards benzyl alcohol oxidation
Aiube, Carlos M.,Gatto, Claudia C.,Santiago, Pedro H. O.,de Macedo, Julio L.
, (2020)
In this study, we report the synthesis and physicochemical characterization of a novel one-dimensional copper(II) coordination polymer ([Cu(L)2]n) based on 2-acetylfuranisonicotinichydrazone, as well as its catalytic activity in the liquid-phase oxidation of benzyl alcohol. Based on spectroscopic and single crystal X-ray diffraction crystallography, the Cu(II) ion is pentacoordinated, bonded to two anionic hydrazones through the N,O chelating sites, and to the N-pyridyl atom from a third ligand molecule, which provides the formation of a one-dimensional network. The coordination polymer was evaluated as homogeneous catalyst, attaining high selectivity (90.1 %) and yield (36.9 %) towards benzaldehyde under mild conditions (70 °C, 2.10 mol% and 1:1 substrate-to-oxidant molar ratio). The efficiency was attributed to the slow tuning of the catalyst's solubility in the reaction medium during the oxidation process by commitment of the use of an adequate solvent (acetonitrile) for efficient consumption of oxidant (TBHP) and formation of benzaldehyde. Titration experiments with TBHP, as well as an inhibitory essay, have shown the possible involvement of radical and peroxo reactive pathways in the reaction mechanism. Altogether, the results demonstrates that [Cu(L)2]n is suitable for accessible and mild fine chemical processes, in alignment with the search of environmentally friendly applications for industrial purposes.
Acylhydrazones as Widely Tunable Photoswitches
Van Dijken, Derk Jan,Kova?í?ek, Petr,Ihrig, Svante P.,Hecht, Stefan
supporting information, p. 14982 - 14991 (2015/12/08)
Molecular photoswitches have attracted much attention in biological and materials contexts. Despite the fact that existing classes of these highly interesting functional molecules have been heavily investigated and optimized, distinct obstacles and inherent limitations remain. Considerable synthetic efforts and complex structure-property relationships render the development and exploitation of new photoswitch families difficult. Here, we focus our attention on acylhydrazones: a novel, yet underexploited class of photochromic molecules based on the imine structural motif. We optimized the synthesis of these potent photoswitches and prepared a library of over 40 compounds, bearing different substituents in all four crucial positions of the backbone fragment, and conducted a systematic study of their photochromic properties as a function of structural variation. This modular family of organic photoswitches offers a unique combination of properties and the compounds are easily prepared on large scales within hours, through an atom-economic synthesis, from commercially available starting materials. During our thorough spectroscopic investigations, we identified photoswitches covering a wide range of thermal half-lives of their (Z)-isomers, from short-lived T-type to thermally stable P-type derivatives. By proper substitution, excellent band separation between the absorbance maxima of (E)- and (Z)-isomers in the UV or visible region could be achieved. Our library furthermore includes notable examples of rare negative photochromic systems, and we show that acylhydrazones are highly fatigue resistant and exhibit good quantum yields.
Synthesis, coordination behavior, and investigations of pharmacological effects of some transition metal complexes with isoniazid Schiff bases
Sharma, Krishna K.,Singh, Ritu,Fahmi, Nighat,Singh
scheme or table, p. 3071 - 3082 (2011/02/22)
Two isoniazid Schiff bases, N-isonicotinamido-2-furanketimine (INH-F 1) and N-isonicotinamido-5-methyl-2-furanketimine (INH-F 2), possessing potential N and O coordination sites have been prepared by the reaction of isoniazid with 2-acetylfuran and 2-acetyl-5-methylfuran, respectively. Complexes of Pd(II) and Pt(II) have been prepared and characterized by elemental analyses, melting point determinations and electronic, infrared, 1H NMR, 13C NMR spectral studies, and X-ray powder diffraction studies. In all the complexes, the monobasic bidentate nature of the ligand is evident. Antibacterial and antifungal studies of these compounds against various pathogenic bacterial and fungal strains have been carried out. Both the ligands and their metal chelates were active against all the microbial strains investigated. However, the chelates were found to be more active than the ligands. The antimycobacterial activity of the ligands and their metal complexes has been evaluated against Mycobacterium smegmatis, which showed clear enhancement in this activity upon metal complexation with Schiff bases.
Dioxouranium(VI) nitrate complexes of some schiff bases derived from furfural and 2-acetylfuran with certain amino compounds
Sobhanadevi, G.,Indrasenan, P.
, p. 919 - 921 (2007/10/02)
Dioxouranium(VI) nitrate complexes with 10 schiff bases obtained by the condensation of furfural and 2-acetylfuran with isonicotinoylhydrazine, benzoylhydrazine, salicyloylhydrazine, anthranilic acid, and 4-aminoantipyrine have been synthesized and characterized on the basis of IR spectra, conductance, magnetic, elemental analyses and molecular weight data.
