Showing papers in "Russian Journal of General Chemistry in 2020"

Gas-Phase and Liquid-Phase Hydrogenation of Acetylene in Lean and Enriched Mixtures over Supported Modified Palladium Catalysts

Abstract: The results of studies on selective hydrogenation of acetylene to ethylene over bimetallic palladium-containing catalysts were summarized. Regular and specific features of the catalyst action in gas-phase hydrogenation of traces of acetylene in the acetylene-ethylene mixture produced by pyrolysis of petroleum feedstock, as well as in liquid-phase hydrogenation of mixtures enriched in acetylene and hydrogen were analyzed. The advantages of ethylene production by liquid-phase hydrogenation of acetylene were shown, and ways of increasing the selectivity to ethylene in this process were considered.

Synthesis of MnO2 Nanoparticles Stabilized by Methionine

Abstract: A sol-gel method for the synthesis of manganese dioxide nanoparticles stabilized with methionine is proposed. The optical properties of MnO2 sols, its morphology, elemental and phase composition were studied. A quantum-chemical calculation was performed and models for the formation of a chemical bond between a methionine molecule and a fragment of the manganese dioxide unit cell were constructed. According to the results of the computer simulation, the most probable mechanism of stabilization of MnO2 nanoparticles was revealed.

A Swift One-Pot Solvent-Free Synthesis of Benzimidazole Derivatives and Their Metal Complexes: Hydrothermal Treatment, Enzymatic Inhibition, and Solubilization Studies

Abstract: Three benzimidazole derivatives, 1-(1H-benzimidazol-2-yl)ethanol (HBE), 1H-benzimidazol-2-yl(diphenyl)methanol (BDM) and 1,2-bis(1H-benzimidazol-2-yl)ethane-1,2-diol (BHBED), have been synthesized following the one-pot rapid green protocol. Complexes of benzimidazole derivatives with six 3d transition metals, Cu(II), Mn(II), Zn(II), Fe(II), Co(II), and Ni(II), have been synthesized by free hydrothermal method. The synthesized products have been characterized by FTIR, 1H, and 13C NMR, and mass spectroscopy, and CHN analysis, and 2:1 ligand to metal stoichiometry has been confirmed. The synthesized ligands and metal complexes have been tested for antioxidant potential (DPPH), inhibitory activity including inhibition of acetylcholinesterase (AChE), butyrylcholinesterase (BChE), lipoxygenase (LOX), α-glucosidase. Micellar solubilization of the metal complexes has been studied in sodium dodecyl sulphate (SDS) by UV-Vis spectroscopy and conductivity. The selected complexes of nickel, zinc and cobalt have demonstrated interaction with SDS, and the value of critical micellar concentration increased in all cases.

Identification of Intercalates and Grafted Organic Derivatives of H2La2Ti3O10 by Multinuclear NMR

Abstract: Using 1H, 13C, and 15N NMR method, it was established that the formation of organic-inorganic hybrids of H2La2Ti3O10 with methylamine and butylamine produces intercalated alkylamino cations, while the introduction of methanol into the interlayer space of H2La2Ti3O10 is accompanied by the formation of covalent bonds

Nickel-Catalyzed Phosphorylation of Tosylates

Abstract: Four new bidentate phosphine ligands have been synthesized, characterized and evaluated in Ni-catalyzed C–P coupling reaction The readily available and inexpensive highly active sulfonate Ni(cod)2-L8 catalyzes the reaction leading to the desired aryl phosphonates accumulated with moderate to excellent yields This method is characterized by good functional groups tolerance, wide substrate scope, and easy scaling up

Synthesis, Structure, and Biological Activity of Some Transition Metal Complexes with the Mixed Ligand of Metformin and 1,4-Diacetylbenzene

Abstract: Mononuclear complexes of Co(II), Ni(II), Cu(II), Zr(IV), Pd(II), and Cd(II) with metformin hydrochloride (MF) and 1,4-diacetylbenzene (DAB) have been synthesized, and their structures have been elucidated on the basis of FT-IR, 1H NMR, and electronic spectra, molar conductance, magnetic susceptibility measurements, thermal, and elemental analysis. Molar conductance measurements indicate electrolytic nature of the complexes. According to FT-IR spectra, MF reacts with metal ions as a bidentate ligand through its two imino groups, and DAB reacts as a monodentate ligand through one of two equivalent keto groups. The complexes have octahedral structure, except Pd(II) complex which is square planar. TGA and DTG analyses support the suggested stereochemistry and subsequently the proposed mechanism of thermal decomposition. Coats–Redfern and Horowitz–Metzger equations have been used for calculating kinetic and thermodynamic parameters of the main decomposition step. Molecular modeling calculations confirm the structure of the complexes. The ligands and their complexes in vitro antimicrobial activity tests against some bacterial and fungal strains indicate higher activity of the complexes than that of MF and DAB.

Synthesis and Antinociceptive Activity of N -Substituted 4-Aryl-4-oxo-2-[(3-thiophen-2-yl)amino]but-2-enamides

Abstract: 2-{[5-Aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acid derivatives reacted with substituted amines to give new N-substituted 4-aryl-4-oxo-2-[(3-thiophen-2-yl)amino]but-2-enamides. Antinociceptive activity of the synthesized compounds was studied.

Chemical Modification of Graphene

Abstract: Methods of graphene preparation, its structure, physical and chemical properties are reviewed. Two stages of chemical modification of graphene are described—primary (functionalization) and secondary (covalent attachment of organic compounds) modification. The main attention is paid to methods for the synthesis of graphene derivatives: oxide, graphane, halides, nitrogen-containing compounds, and conjugates of graphene and graphene oxide with organic and bioorganic molecules. The main areas of potential application of modified graphene materials are briefly considered. Biomedicine and medical diagnostics are the most promising areas of practical use of graphene conjugates and materials based on it. However, detailed studies of the toxicity of graphene and its derivatives should be carried out.

Synthesis of Titanium Oxide Doped with Neodymium Oxide in a Confined Impinging-Jets Reactor

Abstract: Technologically advanced and easily scalable method for the synthesis of titanium dioxide doped with neodymium oxide via the hydrolysis of titanium tetraisopropylate in the presence of neodymium nitrate in isopropyl alcohol in a confined impinging-jets reactor has been developed. 30 min heating of the amorphous product at 350°С has been sufficient for the formation of the anatase phase. The proposed method can significantly reduce the duration of the synthesis, is energy-efficient, and does not require numerous time-consuming operations.

4-Connected Self-Penetrating Cobalt(II) Coordination Polymer Based on Flexible Aromatic Carboxylic Acid and 4,4′-Bipyridine

Abstract: A novel three dimensional coordination polymer [Co2(H2L)2(4,4′-bpy)3(H2O)4]n·2nH2O (1) (H4L = 5-(3′,4′-dicarboxylphenoxy)-isophthalic acid, 4,4′-bpy = 4,4′-bipyridine) has been synthesized and characterized structurally. It crystallizes in the monoclinic space group C2/c with a = 16.513(2), b = 20.486(3), c = 18.923(2) A; β = 101.1610(10), V = 6280.2(14) A3, C62H54Co2N6O25,Mr = 1400.97, Z = 4, Dc = 1.482 g/cm3, μ = 0.618 mm–1,F(000) = 2888, R = 0.0358 and wR = 0.0992 with I > 2σ(I). Compound 1 presents a novel 3D 3-fold interpenetrated 4-connected cds network with the point symbol of (65.8) topology. Thermal analysis of complex 1 has also been carried out.

Synthesis and Cytotoxicity of Chalcone Based 1,2,3-Triazole Derivatives

Abstract: Synthesis of a novel series of chalcone based 1,2,3-triazole derivatives and their anti-cancer studies are presented. Majority of the target compounds exhibit moderate to excellent activity against A-549 cells. Among the compounds screened 7c and 7j demonstrate potent activity being compared with the standard drug Doxorubicin.

Anion Nature Influence on Spectral and Some Physico-Chemical Properties of 6,7-Dihydroxy-4-methyl-2-phenylchromenylium Salts

Abstract: The influence of the nature of anions (Cl–, Br–, I–, ClO4–, and PF6–) on the physico-chemical properties (solubility, solvatochromism, and spectral characteristics) of 6,7-dihydroxy-4-methyl-2-phenylchromenylium salts was studied The main spectrophotometric characteristics were determined It was noted that the molar absorption coefficient increases on passing to polar solvents The highest molar absorption coefficient was observed for the hexafluorophosphate anion, which has weak coordinating power that favors more efficient solvation of the organic cation

Synthesis and Anticancer Activity of New Pyridine-Thiophene and Pyridine-Furan Hybrid Compounds, Their Sugar Hydrazone, and Glycosyl Derivatives

Abstract: New sugar hydrazones and their derived oxadiazolyl acyclic nucleoside analogs in addition to the derived thioglycosides incorporating pyridine, furan or thiophene have been synthesized via a multi-component reaction (MCR). The acetylated derivatives of hydrazones and the derived deprotected thioglycosides of the prepared acetylated analogs have been also synthesized. Anticancer activity of the products has been tested against adenocarcinomic human alveolar basal epithelial (A549), human prostatic adenocarcinoma (PC3) and human colorectal carcinoma (HCT116) cell lines in addition to their effect on human normal retinal pigmented epithelial cell line (RPE1) using the MTT assay. Three products: acid hydrazide, sugar hydrazine and glycoside are characterized by high activity against three cancer cell lines.

Samarium Oxide at High Temperatures: Sublimation andThermodynamics

Abstract: Vaporization processes and thermodynamic properties of samarium oxide over the temperature range 2265–2668 K have been studied by means of high-temperature mass spectrometry The values of vaporization enthalpy of Sm2O3 and enthalpy of formation of samarium monoxide at 298 K have been determined Dependencies of partial pressures of SmO and Sm over Sm2O3 as functions of temperature have been obtained over the above-mentioned range

Chemistry of Phosphorus Ylides. Part 47. Synthesis of Organophosphorus and Selenium Pyrazolone Derivatives, Their Antioxidant Activity, and Cytotoxicity against MCF7 and HepG2

Abstract: Reaction of oxobutenyl- and oxophenylpropenyl-phenylpyrazolones with the active phosphacumulenes, iminovinylidene- and oxovinylidenetriphenylphosphoranes has led to pyranopyrazole and phosphoranylidenepyranopyrazole, respectively Reaction of the pyrazolones with the stablized phosphonium ylides has resulted in pyrazolodienoates Reaction of Woolin’s (diselenadiphosphetandiselenides) reagent with the pyrazole derivative substrates has resulted in formation of different phosphorus-selenium heterocyclic pyrazole derivatives such as oxaselenaphosphinin-, selenoxobutenyl-, selenidodiselenaphosphinyl-, and diselenidoselenadiphosphetanylvinyl pyrazoles The possible reaction mechanism is considered, and structural elucidations are based on spectroscopic data Antitumor and antioxidant activities of the new compounds have been evaluated The structure-activity relationship (SAR) for the products is discussed

One-Pot Regioselective Synthesis of Some Novel Isoxazole-Phenothiazine Hybrids and Their Antibacterial Activity

Abstract: Some novel isoxazole-phenothiazine hybrids have been synthesized regioselectively in high yields via Cu(I) catalyzed one-pot reaction of 10-(prop-2-yn-1-yl)phenothiazine with aromatic aldehydes in aqueous butanol medium. Structures of the newly phenothiazine-isoxazole compounds have been confirmed by 1H and 13C NMR, and mass spectral data. Products have been evaluated for their antibacterial activity, and few of those demonstrate high growth inhibition activity as compared against the standards drugs Penicillin-G and Streptomycin.

Recyclization of 3-(Thiophen-2-yl)imino-3H-furan-2-ones under the Action of Cyanoacetic Acid Derivatives

Abstract: The recyclization of 2-{[5-aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acids with cyano-acetic acid derivatives in the presence of t-BuOK afforded potassium 1-cyano-3-{[5-R1-4-R2-3-(ethoxycarbonyl)-thiophen-2-yl]amino}-1-R3-5-oxo-5-arylpenta-1,3-dien-2-olates.

Two Isomorphic Coordination Polymers Based on Triazolyl Derivative and Dicarboxylate Ligand: Synthesis, Structures, and Properties

Abstract: Two new isomorphic inorganic-organic hybrid 2D extended networks of Mn(II)/Co(II) with the general molecular formula [M(H2L)(ip)]n·4nH2O, where Mn(II) (1), Co(II) (2), H2L = 3-(1H-pyrazol-4-yl)-5-(pyridin-4-yl)-1,2,4-triazole, H2ip = 1,3-benzenedicarboxylic acid, have been synthesized and characterized by single-crystal X-ray diffraction and magnetic measurements. They crystallize in the triclinic system, space group P-1, display the same box-like bilayer motif of (4, 4) net, and are finally extended into the three-dimensional supramolecular structure via hydrogen bonding interactions. The compound 1 is characterized by antiferromagnetic fitting data based on a dimeric Mn(II) model with negligible magnetic transmission through the carbon skeleton of ip2– and H2L pathway. Thermal analysis of compound 1 has also been studied.

Novel N-4-Piperazinyl Ciprofloxacin-Ester Hybrids: Synthesis, Biological Evaluation, and Molecular Docking Studies

Abstract: A series of novel N-4-piperazinyl ciprofloxacin-ester hybrids has been synthesized and the structures confirmed by1H and 13C NMR, FT-IR spectral data, and elemental analysis The products have been tested in vitro for their antibacterial activity against six bacterial strains (MRSA, Staphylococcus epidermidis, Bacillus subtilis, Escherichia coli,Salmonella enterica, and Klebsiella pneumoniae) and have demonstrated good antibacterial activity with MIC values range 625–200 µg/mL Antifungal and cytotoxic activities of the products have been tested against Candida kefyr and human leukemia K562 cell line, respectively All compounds inhibit growth of K562 cells more efficiently than the parent ciprofoxacin in a dose- and duration-dependent way Molecular docking studies performed for the compound 3i indicates that similarly to ciprofloxacin it can act as an inhibitor of S aureus DNA gyrase

New Tridentate Carbamoylmethylphosphine Oxides: Synthesis and NMR Spectra

Abstract: Amidation of diphenylphosphorylacetic acid gave tridentate ligands Ph2P(O)CH2CON(R)· CH2CH2P(O)Ph2 (R = Me, Bu, Oct) containing a phosphoryl group in the amide moiety According to the 1H, 13C{1H}, and 31P{1H} NMR spectra, the synthesized compounds exist in CDCl3 solution as two conformers at the ratios of ~25 : 1 (R = Me), 26 : 1 (R = Bu), and 30:1 (R = Oct) These ratios do not change with temperature (heating or cooling)

A Facile Synthesis of Polycyclic Pyrimidine Fluorophores via Inter- and Intramolecular Cyclization of Activated 2-Amino-3,6-disubstitued Pyrimidin-4-ones

Abstract: An efficient synthesis and fluorescent properties of a new series of fused pyrimidine derivatives are described. Condensation of aminopyrimidine derivative 1 with acetophenone leads to olefinic pyrimidine 2, various addition-cyclization reactions of which give the corresponding bicyclic pyrimidines 4, 6, and 8. Cycloaddition reaction of pyrimidine 1 to benzoyl isothiocyanate gives thiourea derivative 9. Intramolecular cyclization of compound 9 with NaOH or Br2 produces pyrimidine derivatives 10 or 12, respectively. Heteroannulation of pyrimidine 1 with ninhydrin or α-carbonyl carboxylic acid 15 gives the tetracyclic pyrimidine 14 and diazepine derivative 18, respectively. Fluorescence properties of pyrimidine derivatives have been tested.

Structural Analysis of Defects in Layered Double Hydroxides and Related Mixed Oxides

Abstract: Results of studying the structural defects in MgAl and NiAl layered double hydroxides and in the products of their thermal decomposition to 1000°C, obtained over the last 10 years at the Laboratory of Analytical and Physicochemical Methods of Research, Institute of Hydrocarbons Processing, Siberian Branch, Russian Academy of Sciences, were reviewed. These studies were performed using the method of simulation of X-ray diffraction patterns for one-dimensionally (1D) disordered crystals. Changes in the type of the structural defects depending on the calcination temperature were revealed, in particular, via in situ X-ray diffraction. A structural mechanism of the formation of the dehydrated phase at T = 200°C was proposed. New models of the MgAl and NiAl oxide structures were presented. The structures of the phases contained in the products of hydration of the oxides were established. The difference in the behavior of the oxides during hydration was explained.

Analysis of the State and Development Prospects of the Industrial Catalysts Market for Polyolefins Production

Abstract: The review presents the evolutionary development and comparative analysis of the globally accepted types of catalytic systems, used by the world’s leading chemical and petrochemical companies in industrial production of valuable polyolefins. Promising directions for the development of new catalytic systems, aimed at improving the characteristics of the existing technological processes and products and creating new ones, have been identified. The situation on the global and regional markets for polyolefins and polyolefin catalysts has been studied based on a number of market indicators; the market development forecast for the coming years has been provided. The polyolefin markets’ susceptibility to innovations in the development of catalytic systems is shown.

Functionalization of 1,2,3-Triazole to Pyrimidine, Pyridine, Pyrazole, and Isoxazole Fluorophores with Antimicrobial Activity

Abstract: The multi-component reaction of diacetyl triazole derivative with ethyl cyanoacetate and various aromatic aldehydes according to the conventional and solvent free methods leads to the corresponding 2-oxonicotinonitriles. A number of chalcones has been obtained via condensation of diacetyl triazole derivative with a variety of aromatic aldehydes. Heterocyclization of dichalcones with thiourea, hydroxyl amine, 3-aminocrotononitrile and hydrazine hydrate leads to a series of functionalized triazoles. Fluorescent properties of some products have been studied and characterized by λem.max 463–499 nm. A series of newly synthesized compounds demonstrate high antimicrobial activity against the tested microorganisms.

Synthesis of New Substituted 3-(Thien-2-yl)imino-3H-furan-2-ones

Abstract: The intramolecular cyclization of substituted 4-oxo-4-(het)aryl-2-(thiophen-2-ylamino)but-2-enoic acids in the presence of acetic or propionic anhydride afforded a series novel substituted 3-(thien-2-yl)iminofuran-2(3H)-ones.

Efficient Synthesis of Isoquinoline and Its Derivatives: From Metal Сatalysts to Catalyst-free Processes in Water

Abstract: Isoquinolines constitute an important class of natural alkaloids, that demonstrate a wide range of biological activities. Therefore, development of new methods for efficient synthesis of isoquinoline and its derivatives has attracted considerable attention of chemists and pharmacologists over recent years. In this review the progress of isoquinoline synthesis that provides creative inspiration and expands novel ideas for researchers in this field is summarized.

Synthesis of Pd/C Catalysts: Approaches to Regulating the Structure of Active Sites toward Achieving High Selectivity in Hydrogenation of Organic Compounds

Abstract: The methods for regulating the physicochemical and catalytic properties of Pd/C compositions by varying their synthesis conditions were reviewed. The effect of the nature of the carbon support, the composition of the palladium precursor and its reduction conditions, and the addition of a second active metal on the formation of palladium sites, their dispersion, electronic state, and catalytic properties in practically important hydrogenation reactions was demonstrated using the results obtained by the authors. These data may be useful for the development of Pd/C catalysts exhibiting high activity and selectivity in the hydrogenation reactions of polyfunctional organic compounds.

Synthesis of Ethyl 2,2-Bis{[(benzoylcarbamothioyl)oxy]methyl}propanoate and Its Complexes with Copper(II) and Cobalt(II) Ions

Abstract: The structures of ethyl 2,2-bis{[(benzoylcarbamothioyl)oxy]methyl}propanoate and its 1 : 1 complexes with copper(II) and cobalt(II) ions were determined by electronic absorption, IR, and 1H and 13C NMR spectroscopy and elemental analysis. The coordination entity in the complexes includes oxygen and sulfur atoms of the benzoyl and carbamothioyloxy groups of both ligand branches. The copper(II) ion has octahedral configuration with trigonal distortion, and the cobalt(II) ion has five-coordinate square–pyramidal configuration. The thermal behavior of the title compounds was studied by differential scanning calorimetry and thermogravimetric analysis.

Reactions of N'-[2-Oxo-5-R-furan-3(2H)-ylidene]acylhydrazides with Primary and Secondary Alcohols

Abstract: Reactions of primary and secondary alcohols with N'-[2-oxo-5-R-furan-3(2H)-ylidene]acylhydrazides resulted in the furan ring decylization to form 2-[2-(arylcarbonyl)hydrazinylidene]-4-alkyl esters of R-4-oxobutanoic acids

Chitosan–Tripolyphosphate Nanoparticles: Synthesis by the Ionic Gelation Method, Properties, and Biological Activity

Abstract: Nanoparticles with an average size of ~100 nm were obtained by ionic gelation of chitosan (M 6.5×103 and 60×103 Da) in the presence of tripolyphosphate. Dispersions of the nanoparticles showed high antimicrobial activity against pathogenic organisms such as C. michiganensis strain 101 bacteria and F. graminearum and A. solani fungi.