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Vol 93, No 9 (2023)

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Articles

Synthesis of hybrid molecules based on conjugated polycyclic hydrocarbons and С60 fullerene: application of thin films based on them in organic electronics

Akhmetov A.R., Aminov R.I., Mullagaliev I.N., Salikhov R.B.

Abstract

Hybrid molecules based on C60 fullerene and strained polycyclic hydrocarbons were synthesized for the first time using the Bingel-Hirsch reaction. Thin films based on the synthesized hybrid compounds were obtained, and the surface morphology of these films was studied. Based on thin films of С60 fullerene adducts containing fragments of conjugated polycyclic hydrocarbons, organic field-effect transistors were fabricated. The current-voltage characteristics of transistors were measured and the mobility of charge carriers was calculated.
Žurnal obŝej himii. 2023;93(9):1315-1325
pages 1315-1325 views

Reaction of o-formylbenzoic acid with hydrazides of (iso)niconitic and hydroxybenzoic acids

Nurkenov O.A., Fazylov S.D., Kulakov I.V., Seilkhanov T.M., Mendibayeva A.Z., Syzdykov A.K., Kabieva S.K.

Abstract

The reaction of nicotinic and isonicotinic acid hydrazides with o -formyl benzoic acid in ethanol led to the formation of the corresponding hydrazones. It was found that o -formyl benzoic acid reacted in aldehyde form with hydrazides to form hydrazones. When heated in acetic anhydride, the latter are smoothly cyclized into 3-acetoxyisoindoline-1-ones. Structure of the synthesized compounds was proved by 1H and 13C NMR spectroscopy data. Antiradical and antiviral activity of the synthesized hydrazones and 3-acetoxyisoindoline-1-ones was studied. A compound with a wide spectrum of virus-inhibiting action against strains of the A virus was identified.
Žurnal obŝej himii. 2023;93(9):1326-1334
pages 1326-1334 views

Synthesis, luminescent properties and antibacterial activity of new pyrazoline and pyrimidine derivatives of (2e)-1-biphenyl-3-arylprop-2-en-1-ones

Isakhanyan A.U., Hakobyan N.Z., Hovasyan Z.A., Grigoryan G.S., Mkhitaryan R.P., Aracelyan H.G., Safaryan A.S., Muradyan R.E., Panosyan H.A.

Abstract

Substituted prop-2-en-1-ones were obtained by the condensation reaction of 1-biphenyl-4-yl-ethanone with aromatic aldehydes in the presence of sodium hydroxide in an aqueous ethanol solution. Subsequent cyclization of the latter with hydrazine hydrate, phenylhydrazine, and thiosemicarbazide in an acidic medium leads to the corresponding pyrazolines. The reaction of amidine hydrochlorides with chalcones in a KOH-ethanol system leads to 2,4,6-trisubstituted pyrimidines. The luminescent and antibacterial properties of the resulting systems was studied.
Žurnal obŝej himii. 2023;93(9):1335-1342
pages 1335-1342 views

Synthesis and spectral characteristics of quinoline derivatives of maleopimaric acid

Vafina G.F., Akchurina O.V., Lobov A.N.

Abstract

The reaction of maleopimaric acid and its acid chloride with 3-, 6-, and 8-aminoquinolines afforded quinoline containing maleopimarimides and carboxamides, respectively. Structure of the synthesized compounds was determined by 1Н, 13С, 1H-13C HSQC, 1H-13C HMBC, COSY, NOESY, and 1Н-15N HMBC NMR spectroscopy methods.
Žurnal obŝej himii. 2023;93(9):1343-1350
pages 1343-1350 views

Synthesis of new fused 3(4)-substituted 11-furylthieno[3,2-d]pyrimidine derivatives

Dabaeva V.V., Baghdasaryan M.R., Barkhudaryants I.M., Paronikyan E.G., Dashyan S.S.

Abstract

A method was developed for the synthesis of new fused 3-alkyl-substituted derivatives of thieno[3,2- d ]pyrimidin-4(3 H )-ones based on 11-(2-furyl)-8,8-dimethyl-7,10-dihydro-8 H -pyrano[3′′,4′′:5′,6′]pyrido[3′,2′:4,5]-thieno[3,2- d ]pyrimidin-4(3 H )-one via nucleophilic substitution in the pyrimidine ring. A series of fused 4-amino-substituted 11-furylthieno[3,2- d ]pyrimidine derivatives was also synthesized from the corresponding 4-chloro derivative.
Žurnal obŝej himii. 2023;93(9):1351-1357
pages 1351-1357 views

Synthesis and phosphonylation of 6-methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine5-carboxylic acids ethyl esters

Nosova N.A., Skrylkova A.S., Egorov D.M.

Abstract

A new series of 6-methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylic acids ethyl esters was synthesized. The reaction of the obtained esters with dimethyl 2-chloroethynylphosphonate leads to the selective formation of new ethyl 3-(dimethoxyphosphoryl)-5-aryl-7-methyl-5 H -thiazolo[3,2- a ]pyrimidine-6-carboxylates.
Žurnal obŝej himii. 2023;93(9):1358-1364
pages 1358-1364 views

Chiral 2-oxo-1,4,2-oxazaphosphorinanes: synthesis, structure and applications (a review)

Metlushka K.E., Zinnatullin R.G., Nikitina K.A., Badeeva E.K.

Abstract

The review summarizes the literature data on methods for the preparation of both racemic and enantiopure 2-oxo-1,4,2-oxazaphosphorinanes - phosphorus-containing heterocyclic compounds, which are N -substituted derivatives of α-aminophosphonic/phosphinic acids. Information about the potential of their use in the synthesis of biologically active substances is also provided.
Žurnal obŝej himii. 2023;93(9):1365-1391
pages 1365-1391 views

Synthesis and some properties of magnesium, zinc, and erbium tetra-3(4)-methylphenyldiazenylphtalocyanines

Bychkova A.N., Tikhomirova T.V., Kazaryan K.Y., Mykina E.A., Vashurin A.S.

Abstract

The peripherally and non-peripherally substituted Zn(II), Mg(II), and Er(III) phthalocyanine complexes were obtained from 3(4)-(4-methylphenyldiazenylphenoxy)phthalonitrile. The effect of the complexing metal and the location of the substituent on the spectral properties of the obtained compounds was shown. The acid-base properties of non-peripherally substituted metal phthalocyanines were studied. The quantum yield and fluorescence lifetime for the synthesized metal complexes were determined.
Žurnal obŝej himii. 2023;93(9):1392-1402
pages 1392-1402 views

Tris(2,6-dimethoxyphenyl)ethylstibonium iodide and nitrate: synthesis, structure, and some properties

Egorova I.V., Zhidkov V.V., Zubakina I.N., Rodionova N.A., Kuratieva N.V., Pervukhina N.V.

Abstract

Alkylation of tris(2,6-dimethoxyphenyl)stibine Ar3Sb, where Ar = 2,6-(MeO)2C6H3, with iodoethane in chloroform resulted in [Ar3EtSb]I, which further reacted with lead(II) nitrate to form [Ar3EtSb]NO3·0.75Н2О. The comparative characterization of the complexes was carried out by X-ray diffraction analysis, IR spectroscopy, and simultaneous thermal analysis. Antimony atoms in stibonium cations have a distorted tetrahedral coordination [CSbC 106.80(12)-115.22(12)° and 105.33(14)-115.33(14)°]. In a boiling aqueous solution, [Ar3EtSb]I, [Ar3EtSb]NO3·0.75Н2О decompose to tris(2,6-dimethoxyphenyl)stibine.
Žurnal obŝej himii. 2023;93(9):1403-1412
pages 1403-1412 views

Double pseudo-polymeric complexes of [Au(S2CNR2)2][TlCl4], R2 = (CH2)5, (CH2)6: preparation, structural organization, and thermal behavior (low-temperature reduction and crystallization of gold)

Bredyuk O.A., Loseva O.V., Rodina T.A., Zinchenko S.V., Smolentsev A.I., Ivanov A.V.

Abstract

The capability of thallium(I) alkylenedithiocarbamates to bind gold(III) from solutions in 2 M HCl was studied. Double complexes of [Au{S2CN(CH2)5}2][TlCl4] and [Au{S2CN(CH2)6}2][TlCl4] were preparatively isolated as individual forms of gold(III) binding into the solid phase. In the crystalline state, the ionic structural units of the complexes are combined together due to the secondary Au···S, Tl···S and S···Cl bonds that results in complicated supramolecular architectures. Thermal behavior of compounds was studied using the simultaneous thermal analysis technique; both reduced elemental gold and thallium(I) chloride were identified as the final thermolysis products.
Žurnal obŝej himii. 2023;93(9):1413-1426
pages 1413-1426 views

Synthesis and study of bismuth(III) oxalates precipitated from mineral acid solutions

Timakova E.V., Timakova T.E., Afonina L.I., Bulina N.V., Titkov A.I., Gerasimov K.B., Volodin V.A., Yukhin Y.M.

Abstract

Bismuth oxalates of the compositions BiOH(C2O4), Bi2(C2O4)3·6H2O, Bi2(C2O4)3·7H2O, and Bi2(C2O4)3·8H2O were obtained by precipitation from bismuth solutions in perchloric, nitric, and hydrochloric acids with addition of oxalic acid. Compound compositions were confirmed by X-ray powder diffraction and chemical analysis, IR and Raman spectroscopy, and thermogravimetry. It has been shown that in the composition of bismuth(III) oxalate hydrates Bi2(C2O4)3· х H2O bismuth cation is coordinated by the oxygen atoms of carboxyl groups of oxalate ions and water molecules in the same way, and compositions, taking into account the structural features, are described by the general formula {[Bi2(C2O4)3(H2O)4]∙( x -4)H2O} n . Conditions for the oxidative thermolysis of BiOH(C2O4) and Bi2(C2O4)3·7H2O to yield the tetragonal modification of bismuth oxide β-Bi2O3 were determined.
Žurnal obŝej himii. 2023;93(9):1427-1438
pages 1427-1438 views

Deposition of iron, cobalt, and nickel phosphides on the surface of highly porous silica

Tarasyuk I.A., Filippov D.V., Vashurin A.S.

Abstract

The sol-gel method was used to obtain materials with deposited cobalt and nickel phosphides of the general formula Me2P and iron phosphide on highly porous silica ( S sp 811 m2/g). The advantage of the methods for obtaining materials considered in the work is the absence of the need to use structure-forming substances, such as surfactants. The properties of materials obtained by different methods were compared. For all materials, it was found that the proportion of metal is 4.5-4.7 wt.% of the material.
Žurnal obŝej himii. 2023;93(9):1439-1444
pages 1439-1444 views

Structural features of monomeric octahedral d2-rhenium dioxo complexes with monoand bidentate ligands [reo2(lbi)(lmono)2], [reo2(lbi)2] (a review)

Sergienko V.S., Churakov A.V.

Abstract

Structural features of mononuclear octahedral dioxo complexes d 2-Re5+, [ReO2(Lbi)(Lmono)2], [ReO2(Lbi)2] with mono- and bidentate ligands were considered. The multiply bound Ooxo ligands are located predominantly in trans -positions to each other, with two exceptions, with the cis -orientaion of the ReO2 fragment. Rhenium atoms in most complexes have the trans -octahedral ReOoxo2X4 (X = N, P, As, O) coordination, in two cases they have the cis -octahedral ReOoxo2N4 structure. Re=Ooxo bonds in d 2-Re(V) monomeric octahedral dioxo compounds ( d average 1.772 Å) are much longer than in d 2-Re(V) monooxo complexes ( d average 1.676-1.699 Å).
Žurnal obŝej himii. 2023;93(9):1445-1459
pages 1445-1459 views

Clustering and classification of red wines by physical-chemical properties using data mining methods

Bondarev N.V.

Abstract

A study was preformed of 178 samples of red wines of Italian manufacturers, taken from the public repository for machine learning UCI. The methods of Data Minig made a computer analysis of the influence of 13 physico-chemical properties of the samples on the distribution of wines in three groups. The next classification models were built: factor, discriminant, canonical, MLP multilayer perceptron, Kohonen neural network SOFM, predictive (support vector method, Bayesian klаssifier, nearest neighbor method) and decision trees. The neural network classifiers SOFM 13-3, MLP 13-5-3 and clusterer SOFM 16-3 were trained. It was shown that proline, flavonoids, color intensity, proteins and alcohol determine the discriminatory power of the models.
Žurnal obŝej himii. 2023;93(9):1460-1476
pages 1460-1476 views

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