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Vol 93, No 10 (2023)

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Articles

Alkyl, aryl and hetaryl acetylenes - highly reactive multifunctional compounds (a review)

Vasilevsky S.F., Stepanov A.A.

Abstract

The author’s data (2000-2022) on synthesis methods, reactivity and applied aspects of aryl- and hetarylacetylenes were summarized. The specificity of alkynylarenes (hetarenes) associated with the activation of the triple bond by acceptor groups were noted. Particular attention was paid to fundamentally important new reactions of heterocyclization and complete soft cleavage of the triple bond. The prospects for the use of alkynylarenes and -hetarenes and their modification products were reflected. The results of screening of the synthesized compounds were presented.
Žurnal obŝej himii. 2023;93(10):1479-1556
pages 1479-1556 views

Addition of alcohols to 4-methylene-1,3-dioxolanes

Sokov S.A., Borisova Y.G., Raskil'dina G.Z., Zlotsky S.S., Golovanov A.A.

Abstract

The addition of alcohols to 2-methylene-1,4-dioxaspiro[4.5]decane under the conditions of CF3CO2H catalysis occurs with the selective formation of the corresponding alkoxy derivatives. The conditions that ensure the preparative isolation of target compounds in 63-94% yields are determined, and the relative activity of alcohols in the addition reaction at the exocyclic double bond of substrates is determined.
Žurnal obŝej himii. 2023;93(10):1557-1562
pages 1557-1562 views

Highly efficient one pot electrocatalytic method for transforming alcohols to nitriles

Shubina E.N., Kashparova V.P., Bukurova V.S., Kataria Y.V., Zhukova I.Y.

Abstract

A one pot electrocatalytic method was developed for the oxidative transformation of alcohols into nitriles in a two-phase aqueous-organic medium: methylene chloride-aqueous sodium bicarbonate solution. Under the proposed conditions, the catalytic system 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxyl-pyridine base with the participation of ammonium iodide makes it possible to convert a wide range of alcohols into nitriles with good to excellent yields (81-99%) without the use of catalysts based on toxic metals, hazardous reagents and/or oxidizing agents. In the synthesis, ammonium iodide is simultaneously a source of nitrogen and iodine, and also functions as a component of the background electrolyte.
Žurnal obŝej himii. 2023;93(10):1563-1574
pages 1563-1574 views

Synthesis of (2 E )-5-arylpent-2-ene-4-ynoates

Shakhmaev R.N., Ignatishina M.G., Blokhina Y.S., Zorin V.V.

Abstract

An effective method was developed for the synthesis of (2 E )-5-arylpent-2-ene-4-ynoates based on the olefination-dehydrobromination of (2 Z )-2-bromo-3-arylprop-2-enals obtained by bromination of commercially available cinnamaldehyde and its derivatives.
Žurnal obŝej himii. 2023;93(10):1575-1578
pages 1575-1578 views

Reaction features of nitrosulfodienes of thiolene-1,1-dioxide series with semicarbazide

Efremova I.E., Savel′ev I.I., Baichurin R.I., Ozerova O.Y., Serebryannikova A.V.

Abstract

The influence of the electronic and spatial structure of the diene system 2-benzylidene-3-methyl-4-nitro-2,5-dihydrothiophene-1,1-dioxides on the result of the reaction with semicarbazide in different media (in ethanol and DMSO) was studied. The structure of the obtained compounds was established by IR, 1Н, 13С{1Н}, 1Н-13С HMQC, 1Н-13С HMBC, 1Н-1Н NOESY spectroscopy methods.
Žurnal obŝej himii. 2023;93(10):1579-1585
pages 1579-1585 views

Reaction of N,N′-diphenyldithiomalondiamide with aromatic aldehydes and cyanoacetamide

Dotsenko V.V., Sinotsko A.E., Varzieva E.A., Buryi D.S., Vasilin V.K., Aksenov N.A., Aksenova I.V.

Abstract

The reaction of dithiomalondianilide ( N,N′-diphenyldithiomalondiamide) with aromatic aldehydes and cyanoacetamide in the presence of morpholine c yielded previously undescribed 6-amino-4-aryl-7-phenyl-3(phenylimino)-4,7-dihydro-3 H -[1,2]dithiolo[3,4- b ]pyridine-5-carboxamides.
Žurnal obŝej himii. 2023;93(10):1586-1591
pages 1586-1591 views

A new method for the synthesis of 2,3-aryl-5-arylideneimidazol-4-ones using N-trimethylsilylimidazole

Topuzyan V.O., Tosunyan S.R., Aleksanyan E.R., Hakobyan E.A., Hovhannisyan N.A., Makichyan A.T., Shahkhatuni A.A., Hovhannisyan A.A.

Abstract

A new method was developed for the synthesis of 5-arylidene-2,3-disubstituted 4 H -imidazol-4-ones by cyclization of N -substituted α,β-dehydroamino acid arylamides with N -trimethylsilylimidazole (TMSIM) in dimethylformamide. The process was carried out by both conventional and microwave heating. Target imidazol-4-one was also synthesized by a one-pot method based on the reaction of unsaturated 5(4 H )-oxazolone, arylamine, and TMSIM. The anticholinesterase and antiradical properties of synthesized both arylamides and 4-imidazolones were studied.
Žurnal obŝej himii. 2023;93(10):1592-1604
pages 1592-1604 views

Phenalenyl-substituted stilbenes as the basis for spin switches: quantum-chemical modeling

Starikova A.A., Chegerev M.G., Starikov A.G.

Abstract

Isomers of stilbenes containing phenalenyl substituents in the para - and meta -positions of phenyl rings were studied by means of density functional theory method. Exchange coupling in structures with the trans -form of stilbenes is absent. In the cis -isomer of a meta -substituted compound, the state with a closed electron shell is stabilized due to two-electron multicenter interactions, which is confirmed by CASSCF calculations. The predicted transition between the triplet and singlet states as a result of trans-cis isomerization opens up prospects for using the discovered effect in the development of organic spin switches.
Žurnal obŝej himii. 2023;93(10):1605-1612
pages 1605-1612 views

New europium(III) methoxycinnamates complex: synthesis, thermal and luminescence properties

Kalinovskaya I.V., Zadorozhnaya A.N., Estrin I.A.

Abstract

A method was proposed for the preparative synthesis of mixed-ligand Eu(III) compounds with para -methoxycinnamic acid, ligands from the sodium salt of para -methoxycinnamic acid. It was found that europium(III) methoxycinnamate with hexamethylphosphotriamide has the highest luminescence intensity. Luminescent polymer materials with synthesized europium(III) methoxycinnamates were obtained.
Žurnal obŝej himii. 2023;93(10):1613-1620
pages 1613-1620 views

Chemical stability of Pb[(UO2)2O2(OH)2](H2O) and Pb2[(UO2)5O6(OH)2](H2O)2 compounds in aqueous solutions

Nipruk O.V., Klinshova K.A., Chernorukov G.N., Denisova A.A., Abrazheev R.V.

Abstract

The chemical stability of Pb[(UO2)2O2(OH)2](H2O) and Pb2[(UO2)5O6(OH)2](H2O)2 compounds in aqueous solutions was studied. The acid-base boundaries of the existence of these compounds in aqueous solutions were established, the hydrolysis products were identified, and the solubility was determined. Based on the data obtained, the equilibrium constants of dissolution reactions, the Gibbs functions of the formation and dissolution of Pb[(UO2)2O2(OH)2](H2O) and Pb2[(UO2)5O6(OH)2](H2O)2, were calculated, the solubility curves of the compounds under study, and the phase diagrams of U(VI) and Pb(II) in saturated aqueous solutions and in equilibrium solid phases were calculated.
Žurnal obŝej himii. 2023;93(10):1621-1632
pages 1621-1632 views

Effect of glass crystallization parameters on conductivity of Li1.5+xAl0.5Ge1.5SixP3–xO12 glass-ceramics

Kuznetsova E.S., Pershina S.V., Kuznetsova T.A.

Abstract

Glass-ceramic samples of the Li1.5+ x Al0.5Ge1.5Si x P3- x O12 system ( x = 0-0.1) were obtained by directional crystallization of glasses. The glass transition, onset and peak temperatures of crystallization were determined using differential scanning calorimetry. The phase composition of glass-ceramics was determined by X-ray phase analysis. Electrical conductivity is studied using electrochemical impedance. Based on the data obtained, the homogeneity region of solid solutions was established and the optimal conditions for producing SiO2-doped glass-ceramics were identified. The composition with x = 0.02, crystallized at 750°C with a heating rate of 3 deg/min for 2 h, had the highest lithium-ion conductivity at room temperature (4.55×10-4 S/cm).
Žurnal obŝej himii. 2023;93(10):1633-1640
pages 1633-1640 views

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