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1.
Инвентарный номер: нет.
   

   
    Subsequence nucleophilic functionalisation in the synthesis of arylthiofluorinated imidazoles / N. F. Vaskina, E. A. Nikiforov, T. D. Moseev [et al.] // Modern synthetic methodologies for creating drugs and functional materials (MOSM 2023) : book of abstracts of the 7th International conference. - Perm, 2023. - P223
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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2.
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    Polyaromatic hydrocarbon (PAH)-based aza-POPOPS: synthesis, photophysical studies, and nitroanalyte sensing abilities / M. S. I. Mohammed, I. S. Kovalev, N. V. Slovesnova [et al.] // International journal of molecular sciences. - 2023. - Vol. 24, № 12. - P10084
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZA-POPOPS -- CLICK REACTIONS -- CHEMOSENSORS
Аннотация: 1,4-Bis(5-phenyl-2-oxazolyl)benzene (POPOP) is a common scintillation fluorescent laser dye. In this manuscript, the synthesis of 2-Ar-5-(4-(4-Ar'-1H-1,2,3-triazol-1-yl)phenyl)-1,3,4-oxadiazoles (Ar, Ar' = Ph, naphtalenyl-2, pyrenyl-1, triphenilenyl-2), as PAH-based aza-analogues of POPOP, by means of Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-Ar-1,3,4-oxadiazole and terminal ethynyl-substituted PAHs is reported. An investigation of the photophysical properties of the obtained products was carried out, and their sensory response to nitroanalytes was evaluated. In the case of pyrenyl-1-substituted aza-POPOP, dramatic fluorescence quenching by nitroanalytes was observed.

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3.
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    The green chemistry paradigm in modern organic synthesis / S. G. Zlotin, K. S. Egorova, V. P. Ananikov [et al.] // Russian Chemical Reviews. - 2023. - Vol. 92. - RCR5104
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ХИМИЯ ЗЕЛЕНАЯ -- СИНТЕЗ ОРГАНИЧЕСКИЙ
Аннотация: After the appearance of the green chemistry concept, which was introduced in the chemistry vocabulary in the early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form the basis for an ideal chemical process. This review analyzes the accumulated experience and achievements towards the design of chemical products and processes that reduce or eliminate the use or generation of hazardous substances. The review presents the views of leading Russian scientists specializing in various fields of this subject, including homogeneous and heterogeneous catalysis, fine and basic organic synthesis, electrochemistry, polymer chemistry, chemistry based on bio-renewable feedstocks and chemistry of energetic compounds and materials. A new approach to the quantitative evaluation of the environmental friendliness of processes developed by Russian authors is described.

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4.
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    Synthesis and photophysical properties of pyridyl- and quinolinyl-substituted 4-(4-aminophenyl)quinazolines / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Journal of photochemistry and photobiology A: Chemistry. - 2022. - Vol. 429. - Ст. 113917
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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5.
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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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6.
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    Stereoselective synthesis of dihydropyrimidinethione podand in the presence of L-proline or 4-hydroxy-L-proline and metal nitrates / E. S. Filatova, O. V. Fedorova, I. G. Ovchinnikova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 7. - P1506-1513
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The asymmetric Biginelli reaction involving a 3-oxobutanoyl-containing podand, benzaldehyde, and thiourea was studied using secondary amines as a chiral inductor, Brönsted acid as a catalyst, and metal salts (especially metal nitrates) as an additive of asymmetric catalysis (AAC) was studied. The tuberculostatically active dihydropyrimidine-thione-containing podand was synthesized with an enantiomeric excess of 57% in the presence of 4-hydroxy-L-proline. In the presence of metal nitrates, the influence of the ionic radius of the cation on the enantioselective excess of the reaction under study was observed, which made it possible to propose a possible mechanism of chiral induction controlled by the complexing ability of the initial β-ketoester-containing podand with metal ions and coordination of the reagents in the transition states.

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7.
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    Synthetic approaches to 1,2,4-triazolo[5,1-c][1,2,4]triazin-7-ones as basic heterocyclic structures of the antiviral drug Riamilovir (“Triazavirin®”) active against SARS-CoV-2 (COVID-19) / G. A. Artem'ev, V. L. Rusinov, D. S. Kopchuk [et al.] // Organic & biomolecular chemistry. - 2022. - Vol. 20, № 9. - P1828-1837
Рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
Аннотация: Fragments of 1,2,4-triazolo[5,1-c][1,2,4]triazin-7-one are found in many compounds with various types of biological activities, including the antiviral drug Riamilovir (Triazavirin®), which shows activity against SARS-CoV-2 (COVID-19). Therefore, the development of convenient methods for the synthesis of new derivatives of 1,2,4-triazolo[5,1-c][1,2,4]triazin-7-one is always in demand. This review systematizes the information on the most common synthetic methods for constructing the 1,2,4-triazolo[5,1-c][1,2,4]triazin-7-one heterocyclic system.

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8.
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    (A)symmetric chromophores based on cyano and fluorine-substituted 2,3-bis(5-arylthiophen-2-yl)quinoxalines: Synthesis, photophysical properties and application prospects / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Dyes and Pigments. - 2022. - Vol. 204. - Ст. 110434
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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9.
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    Synthesis and photophysical properties of pyridyl- and quinolinyl-substituted bis(arylthienyl)pyridines / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Journal of photochemistry and photobiology A: Chemistry. - 2022. - Vol. 427. - Ст. 113805
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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10.
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    Abnormal push-pull benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores in planarized intramolecular charge transfer (PLICT) state: Synthesis, photophysical studies and theoretical calculations / O. S. Taniya, V. V. Fedotov, L. K. Sadieva [et al.] // Dyes and Pigments. - 2022. - Vol. 204. - Ст. 110405
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The combination of excellent luminescence with high solvent polarity effect and aggregation induced emission (AIE) is an ideal combination for creating fluorophores/probes with high microenvironmental sensitivity. However, many push-pull chromophores of the D−A type in common intramolecular charge transfer (ICT) state with a significant solvatochromic effect and AIE activity, have poor luminescent properties. Herein, to overcome this problem by using reactions of nucleophilic aromatic hydrogen substitution (SNH), we have designed a series of novel 4-heteroaryl-substituted 2-aryl-2H-benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores possessing a planarized intramolecular charge transfer (PLICT) state. All these fluorophores exhibited high luminescence quantum yields (up to 60%) and large Stokes shift values of up to 7459 cm−1. Among them, the fluorophore 4h was found to exhibit the most pronounced positive solvatochromic effect and the probe 4f exhibited the most pronounced aggregation induced emission characteristics. This AIE behavior was further confirmed by means of time-resolved fluorescence lifetime measurements as well as DFT-assisted geometry optimization studies. In the presence of trifluoroacetic acid (TFA) compound 4h exhibited a well-pronounced acidochromism via visible color change from yellow-green to orange which returned to the original yellow-green solution after the addition of triethylamine (TEA). The Stern-Volmer constant for the probe 4h towards TFA was 38 M−1. Finally, for the compounds 4f, g, h theoretical calculations in the ground and excited states in different solvents were carried out to confirm the PLICT process. Based on all above the herein reported PLICT fluorophores 4a-h can be successfully applied as biological probes and optical switches.

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