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1.
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    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 7. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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2.
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    Expanding 1,2,4-triketone toolbox for use as fluorinated building blocks in the synthesis of pyrazoles, pyridazinones and β-diketohydrazones / Y. O. Edilova, Y. V. Burgart, V. I. Saloutin [et al.] // Journal of fluorine chemistry. - 2022. - Vol. 253. - Ст. 109932
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluorinated lithium β-diketonates bearing a methyl acetal group behave in the condensation reactions with hydrazines as trielectrophilic building blocks for the preparation of pyrazoles, pyridazinones and β-diketohydrazones. For the first time, solvent-induced regioisomeric and heterocyclic ring size-controlled formation was observed for 1,2,4-triketone analogues. Fluoroalkylated acetyl NH-pyrazoles or substituted 5-RF-pyrazoles were obtained from the acid-catalyzed cyclocondensation of lithium β-diketonates with (aryl)hydrazines in ethanol. In methanol solvent acetyl-containing 3-CF3-pyrazoles were isolated because of inverse nucleophilic attack of arylhydrazines. The use of aprotic acetonitrile in the condensation resulted in regioselective trifluorinated pyridazinones and fluorinated β-diketohydrazones formation via initial acetal fragment interaction with N,N-dinucleophile.

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3.
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    Synthesis and properties of azines functionalized graphene with extremely high adsorptive ability to Eu3+ ions / O. N. Chupakhin, A. A Musikhina, I. A. Utepova [et al.] // Flatchem. - 2022. - Vol. 33. - P100348
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: In this work, a versatile synthetic protocol for obtaining of new promising carbon materials based on the C–C coupling of graphenide lithium species with azaaromatic compounds (1,10-phenanthroline, phenyl-1,2,5-oxadiazolo[3,4-b]pyrazine) has been suggested. It was shown that more electrophilic oxadiazolopyrazine gave the product with high degree of graphene functionalization and demonstrated non-isomorphic properties. At the same time, phenanthrolinyl graphene has less functionalization degree due to a lower electrophilicity of azine. However, the large size of pores between organic residues in phenanthrolinyl graphene allows adsorbing almost 10% of Eu3+. The mesurment of adsorption isotherm showed an extremely high affinity of phenanthrolinylgraphene to Eu (III) ions in netural or alkaline conditions, and the obtained hybrid material could work at least 5 sorption/desorption cycles. The structures of azine-graphene dyads were verified by complex of modern physicochemical analyses methods (the Raman spectroscopy, FTIR, XPS, SEM, EDS and TGA analyses).

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4.
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    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 4. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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5.
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    Role of alkyl substituents in the structure and luminescence properties of discrete terbium(III)-lithium(I) Β-diketonates / Y. S. Kudyakova, P. A. Slepukhin, M. S. Valova [et al.] // Journal of molecular structure. - 2021. - Vol. 1226. - P129331
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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6.
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    BF3-mediated C-LI/C-H coupling of 1,3,7-triazapyrene with lithium alkynes -a convenient synthetic strategy towards novel aza-PAHS / I. A. Lavrinchenko, T. D. Moseev, M. V. Varaksin, V. N. Charushin, O. N. Chupakhin // Mendeleev 2021: book of abstracts XII international conference on chemistry for young scientists. - Saint Petersburg, 2021. - С. 585
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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7.
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    Functionalized trifluoromethyl-containing lithium β-diketonate in the synthesis of homo- and heteronuclear complexes of rare-earth metals / Yu. S. Kudyakova, P. A. Slepukhin, I. N. Ganebnykh [и др.] // Russian Journal of Coordination Chemistry. - 2021. - Vol. 47, № 4. - P280-295
Кл.слова (ненормированные):
β-DIKETONATES -- LANTHANIDES -- 19F NMR SPECTROSCOPY -- MASS SPECTROMETRY
Аннотация: The reactions of functionalized lithium CF3-β-diketonate (LiL) with trivalent rare-earth metal salts in methanol afford homobinuclear and heterobi(tri)nuclear complexes depending on the nature of the transition metal and anion (chlorides, nitrates, and acetates). In the cases of lanthanum(III) and cerium(III), homoleptic complexes [(LnL3)2] are isolated (CIF files CCDC nos. 2031097 (Ia) and 2031102 (Ib)). The reaction of LiL with praseodymium(III) nitrate gives the new trimetallic structure [(LiPrL3)(LiL)(NO3)(H2O)2] (CIF file CCDC no. 2031103 (II)), and the replacement of nitrate by chloride gives [(PrL3)(LiL)(H2O)] (CIF file CCDC no. 2031104 (IIIa)). Regardless of the nature of the anion of the salt in the series from neodymium(III) to ytterbium(III) and yttrium(III), Ln–Li β-diketonates [(LnL3)(LiL)(solv)] (solv is H2O and MeOH) are formed, and their structures are characterized by X-ray structure analysis (CIF files CCDC nos. 2031099 (IIIb), 2031100 (IIIc), 2031098 (IVa), 2031096 (IVc), 2031094 (IVf), 2031101 (IVg), and 2031095 (IVh)). The equilibrium of the diketonate isomeric forms in a solution of deuterated dimethyl sulfoxide is studied by 19F NMR spectroscopy, and the qualitative composition of the polynuclear complexes is determined by mass spectrometry.

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8.
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    Novel synthesis and electrochemical investigations of ZnO/C composites for lithium-ion batteries / E. Thauer, V. Adam, S. A. Wegener [et al.] // Journal of materials science. - 2021. - № 56. - P13227–13242
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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9.
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    Synthesis of 3-(polyfluoroalkyl)pyrazol-4-amines on the basis of lithium 1,3-diketonates / N. S. Boltacheva, V. I. Filyakova, V. N. Charushin // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P268-269
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
LITHIUM 3-POLYFLUOROALKYL-1,3-DIKETONATES -- HYDRAZINE HYDRATE -- 3-(POLYFLUOROALKYL)-4-AMINOPYRAZOLES

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10.
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   T 82


   
    Transition metal-free regioselective cross-coupling of azine N-oxides with cymantrenyl lithium / A. A Musikhina, A. V. Kostromina, E. Y. Zyryanova, I. A. Utepova, O. N. Chupakhin, V. N. Charushin, P. A. Slepukhin // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов (MOSM2018): вторая международная научно-практическая конференция : материалы и доклады. - Екатеринбург, 2019. - С. 147
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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