The trans-influence in gold chemistry from a catalytic perspective

• Manfred Bochmann

Beilstein J. Org. Chem. 2026, 22, 838–856, doi:10.3762/bjoc.22.66

• -planar geometries there is always also the influence of two cis-ligands. Melpolder and Burmeister used solution infrared spectroscopy to determine the ratio of N-bonded and S-bonded thiocyanate ligands in LAuSCN/NCS as a function of L. As expected, ligands L with a strong trans-influence, such as

• ligands is to consider the structure of the recently described π-allyl complexes 26–28 (Scheme 14) [80][81][82][83]. Compounds 26 and 27 were characterised by X-ray diffraction and NMR spectroscopy, which showed that 26 is fluxional. The dication 28 was spectroscopically identified and the structure

Unsymmetrical sulfoxides with sterically hindered catechol fragment: synthesis, structure, electrochemical properties, and antiradical activity

• Daria A. Burmistrova,
• Vasiliy A. Fokin,
• Oleg P. Demidov,
• Mikhail A. Kiskin,
• Maxim V. Arsenyev,
• Andrey I. Poddel’sky,
• Nadezhda T. Berberova and
• Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2026, 22, 828–837, doi:10.3762/bjoc.22.65

• {1H} NMR spectroscopy (Figures S1–S20), HRMS (Figures S21–S26) in Supporting Information File 1, and elemental analysis. X-ray data The X-ray suitable crystals of 1a, 4a–7a were grown by slow recrystallization of the compounds from acetonitrile or chloroform (for 7a) solutions at room temperature. The

• hydrogen atom to the oxygen of the sulfinyl group. This weakens the O–H bond in the catechol, making it more polar and less strong, thereby facilitating the electrooxidation process. These findings are confirmed by IR spectroscopy: for the corresponding thioether, the O–H stretching vibrations are observed

• thioethers. Single-crystal X-ray diffraction analysis of catechol sulfoxides containing isopropyl, cyclopentyl, adamantyl, benzyl, and 1-naphthyl groups, combined with NMR and IR spectroscopy, revealed a consistent tendency of these sulfoxides to form intra- and intermolecular O–H···O=S hydrogen bonds both

Knoevenagel condensation of 4,5- and 1,8-diazafluorenes

• Darya S. Cheshkina,
• Christina S. Becker,
• Alina A. Sonina and
• Maxim S. Kazantsev

Beilstein J. Org. Chem. 2026, 22, 803–812, doi:10.3762/bjoc.22.62

• diazafluorenylidenes were characterized by NMR, HRMS, elemental analysis, cyclic voltammetry (CV), UV–vis spectroscopy (Figure 1) and X-ray data (Figure 2 and Figure S4 in Supporting Information File 1). Figure 1a demonstrates the cyclic voltammograms of DPDAFs in CH2Cl2 solution. Both compounds demonstrated

Halogenated azobenzene acrylates: from efficient solution photoswitching to stable solid-state photochromic materials

• Martina Vachtlová,
• Michaela Fecková,
• Vítězslav Zima,
• Jan Podlesný,
• Milan Klikar,
• Oldřich Pytela,
• Patrik Pařík,
• Jakub Opršal,
• Eliška Juhaňáková,
• Veronika Chrtová and
• Filip Bureš

Beilstein J. Org. Chem. 2026, 22, 782–794, doi:10.3762/bjoc.22.60

• calorimetry (DSC), thermogravimetric analysis (TGA), cyclic voltammetry (CV), UV–vis absorption spectroscopy, 1H and 13C NMR, and theoretical DFT calculations were employed. Furthermore, the target compounds are designed for incorporation as photoactive copolymers into the structure of functionalized

• analogous comparison using UV–vis absorption spectra along with a fatigue resistance verification. Representative thermal kinetic curves obtained by both UV–vis absorption and 1H NMR spectroscopy are shown in Figure 9. Thermal kinetics were optimized using the OPstat 6.10 software [33]. See Supporting

• Information File 1); the disubstituted E-isomers always possess lower μE values. These trends are not obeyed for Z-isomers where μZ > μE. The E → Z photoconversion induced by 355 nm light monitored by UV–vis spectroscopy revealed monohalogenated compounds 1a, c and e (E/Z = 8:92–7:93, Table 4) as the most

Synthesis and biological evaluation of new brassinosteroid analogs with C-22 benzoate function

• María Núñez,
• Camila Escobar,
• Mario Párraga,
• Mauricio Soto,
• Luis Espinoza-Catalán,
• Katy Díaz and
• Andrés F. Olea

Beilstein J. Org. Chem. 2026, 22, 753–762, doi:10.3762/bjoc.22.57

• %). All compounds have been characterized by IR, NMR (1D and 2D) and HRMS spectroscopy techniques (see Supporting Information File 1, Figures S1–S30). Thus, in the 1H NMR spectrum of compound 23, the presence of signals at δ = 7.91 ppm (2H, d, J = 8.1 Hz) and 7.21 ppm (2H, d, J = 8.1 Hz) are assigned to

Rongalite addition to dienones: diastereoselectivity in cyclic sulfone synthesis; stereochemical rationalization and prospects as a general conjugate nucleophile

• Melina Goga,
• Hao Zong,
• James Franco,
• Jazmine Prana,
• Rudolph Michel,
• Antonia Muro,
• Elana Rubin,
• Janet Brenya,
• Henk Eshuis and
• Magnus W. P. Bebbington

Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56

• regarding the conformational preferences of sulfur-containing 6-membered rings – spectroscopy of structurally related 5,6-dihydro-2H-thiopyrans suggests a preference for a half-chair in the unsubstituted ring but there is some evidence for boat-like major conformers in substituted systems [23][34][35][36

Anti-invasive and cytotoxic evaluation of a (+)-pinoresinol-based semisynthetic library against glioblastoma

• Chen Zhang,
• Kah Yean Lum,
• Jonathan M. White,
• Paul I. Forster,
• Nicholas Booth,
• Sunita A. Ramesh and
• Rohan A. Davis

Beilstein J. Org. Chem. 2026, 22, 691–704, doi:10.3762/bjoc.22.54

• and MeOH. Subsequent purifications of these two extracts afforded the two known natural products (+)-salicifoliol (1) [15][16] and (+)-pinoresinol (2, Figure 1) [17]. Their structures were determined by 1D (1H and 13C) and 2D (COSY, HMBC, HSQC, and ROESY) NMR spectroscopy together with MS data

• , which resulted in 12 final fractions (FA−FL). All 12 samples were analyzed by UHPLC–MS and 1H NMR spectroscopy. Fraction H (22.2 mg) was preadsorbed to C18-bonded silica (≈1 g), packed into a guard cartridge, and attached to a semipreparative Luna C18 HPLC column. A linear gradient from 40% MeOH (0.1

Harnessing light energy with molecules

• Grace G. D. Han,
• Mogens Brøndsted Nielsen and
• Hermann A. Wegner

Beilstein J. Org. Chem. 2026, 22, 680–682, doi:10.3762/bjoc.22.52

• -workers [4], the π-system of monoaryl-substituted NBDs was synthetically extended by acetylenic bridges. In addition, Hebborn, Ihmels, and co-workers [5] show that 19F NMR spectroscopy enables unambiguous identification of mono- and bisQC intermediates in the sequential photoreactions of a fluorinated

Photoorganocatalytic trifluoromethylation of (het)arenes in green conditions

• Egor N. Boronin,
• Svetlana E. Kaurkina,
• Milena M. Svetlakova,
• Anton S. Bolshakov,
• Maxim V. Arsenyev,
• Vasilii F. Otvagin,
• Alexey Yu. Fedorov,
• Timothy Noël and
• Alexander V. Nyuchev

Beilstein J. Org. Chem. 2026, 22, 662–671, doi:10.3762/bjoc.22.50

• analyzed by q19F NMR spectroscopy. Only trace amounts of the trifluoromethylated product were detected, whereas the TEMPO adducts of the trifluoromethyl and trifluoroacetyl radicals were observed in 16% and 22% yield, respectively (Scheme 3). Stern–Volmer studies of the quenching of the photocatalyst

Hydrogen production from formic acid catalyzed by NHC–Cu complexes

• Orlando Santoro and
• Catherine S. J. Cazin

Beilstein J. Org. Chem. 2026, 22, 620–627, doi:10.3762/bjoc.22.48

• (Scheme 1). To support these working hypotheses, the reaction of 1 equiv [Cu(OH)(IPr)] with 2 equiv of formic acid in a sealed tube was followed by 1H NMR spectroscopy in deuterated toluene (C7D8). After 16 h at 110 °C, the formation of 1b was observed while no excess of formic acid was detected

• . Interestingly, by adding to the reaction mixture a further equivalent of FA, evolution of gas was observed and H2 was detected by NMR spectroscopy (see Supporting Information File 1, Figure S1). This highlighted the formation in situ of the Cu–H species by decarboxylation of 1b. To quantify the amount of gas

Experimental and DFT studies on the regioselective methanolysis of 5-azido-9-oxabicyclo[6.1.0]nonan-4-yl 4-nitrobenzoate isomers

• İlknur Polat,
• Selçuk Eşsiz and
• Emine Salamci

Beilstein J. Org. Chem. 2026, 22, 547–556, doi:10.3762/bjoc.22.40

• epoxide ring and acetylation resulted in the formation of two corresponding chloro-acetate isomers. The structure of one of the chloro-acetate isomers was determined via crystallographic analysis and the other by 1D and 2D NMR spectroscopy. DFT computations confirm the regioselectivity of the methanolysis

• ) in pyridine and 4-(dimethylamino)pyridine (DMAP) in 95% yield. Treatment of azido nitrobenzoate 8 with m-CPBA gave a mixture of isomeric epoxides 9a and 9b with a combined yield of 97%. The formation and ratio of these isomers were determined by NMR spectroscopy, showing a 63:37 ratio (1H NMR) of 9a

• combined organic extracts were washed with saturated aqueous NaCl (20 mL) and then dried (Na2SO4). Evaporation of solvent gave the mixture of azidobenzoate epoxides 9a and 9b (1.02 g, 3.07 mmol, 97%), as light brown solid. The formation and ratio of these isomers was determined by NMR spectroscopy, in a 63

Get a better glimpse on sequential photoreactions of trisnorbornadienes with ¹⁹F NMR spectroscopy

• Julian Felix Maria Hebborn,
• Ben Eric Merten,
• Thomas Paululat and
• Heiko Ihmels

Beilstein J. Org. Chem. 2026, 22, 527–534, doi:10.3762/bjoc.22.38

• exemplarily with a trifluorinated trisnorbornadienylbenzene that 19F NMR spectroscopy may be applied as a useful complementary method for the investigation of sequential photoreactions. The trisnorbornadiene core structure was used as it figures as promising scaffold for molecular solar thermal (MOST) energy

• trisquadricyclane. Even though the reaction can be monitored by photometry or by in situ 1H NMR spectroscopy, unambiguous assignment of the distinct intermediate mono- and bisquadricyclanes was not possible because of signal overlap. In contrast, this shortcoming is circumvented with in situ 19F NMR-spectroscopic

• lines, 1H NMR spectroscopy is a very useful method to follow the photoreaction, ideally upon direct irradiation in the NMR probehead (in situ NMR), because it potentially enables accurate structure elucidation. But even though this method may enable the accurate monitoring of a stepwise photochromic

Synthesis and uranyl(VI) extraction performance of a calix[4]pyrrole–tetrahydroxamic acid receptor

• Sara Karnib,
• Rana Baydoun,
• Wissam Zaidan,
• Nancy AlHaddad,
• Omar El Samad,
• Bilal Nsouli,
• Francine Cazier-Dennin and
• Pierre-Edouard Danjou

Beilstein J. Org. Chem. 2026, 22, 486–494, doi:10.3762/bjoc.22.36

• % yield. Its structure was confirmed by 1H NMR, 13C NMR, and HRMS. The uranium(VI) extraction efficiency of PCP HA was evaluated by solid–liquid extraction experiments, using uranyl acetate as the uranium source, with measurements performed by gamma spectroscopy. PCP HA demonstrated good performance

• supramolecular material for the removal of uranyl from aqueous media. Keywords: gamma spectroscopy; hydroxamic acid; phenoxycalix[4]pyrrole; solid–liquid extraction; uranyl(VI) extraction; Introduction Over the past few decades, supramolecular chemistry has advanced intensively establishing itself as a central

• spectroscopy. The extraction performance was systematically evaluated as a function of pH and ligand-to-metal molar ratio to study the effect of these two key parameters on the extraction process. In doing so, this work aligns with current research dedicated to the design of functional supramolecular materials

Synthesis of a HDAC inhibitor–nanogold probe for cryo-EM visualization in class I HDAC co-repressor complexes

• Wiktoria A. Pytel,
• John W. R. Schwabe and
• James T. Hodgkinson

Beilstein J. Org. Chem. 2026, 22, 480–485, doi:10.3762/bjoc.22.35

• to its corresponding NHS ester 8 and residual starting material was removed by column chromatography. The Boc-protecting group was removed under anhydrous conditions in good yield and the structure of 9 was confirmed by NMR spectroscopy. Compound 9 was maintained as the TFA salt for the final step

• , followed by centrifugation (see Supporting Information File 1 for full details). The resulting Au–(CI-994) conjugate was concentrated to a final volume of 1 mL. The concentration of Au–(CI-994) was determined by UV–vis spectroscopy, using absorbance at 420 nm – a characteristic wavelength for nanogold [19

Structural reassignment of compound 968, an allosteric glutaminase inhibitor

• Lindsey A. Albertelli,
• Sainabou Jallow,
• Chun Li and
• Scott M. Ulrich

Beilstein J. Org. Chem. 2026, 22, 455–460, doi:10.3762/bjoc.22.33

• anticancer drug target. Compound 968 is a glutaminase inhibitor that is widely used to probe cancer cells’ dependence on glutaminase activity. Here, we show by NMR spectroscopy and X-ray crystallography that the reported benzo[c]phenanthridine structure of compound 968 is incorrect; its true structure is the

Synthesis and anti-cancer activity of naphthalimide–organylselanyl conjugates

• Rajkumar Ravi and
• Selvakumar Karuthapandi

Beilstein J. Org. Chem. 2026, 22, 416–435, doi:10.3762/bjoc.22.29

• compounds, making it a viable alternative for introducing long alkyl chains into selenium-containing systems towards lysosomal membrane permeability (vide supra) [42][43][44]. After synthesis, compounds 7 and 8 were thoroughly characterised using multinuclear NMR spectroscopy ¹H, ¹³C, and ⁷⁷Se NMR

• and 8 have similar electronic structure and stability. The computed HOMO–LUMO gaps for the compounds are in good agreement with the experimentally measured HOMO–LUMO gaps measured using UV–visible spectroscopy. The UV–visible absorption spectra of compounds 7 and 8 were recorded in chloroform at a

Design, synthesis and biological evaluation of 2,5-diaryloxazolo[4,5-d]pyrimidin-7-ylamines as selective cytotoxic agents against HeLa cells

• Maryna V. Kachaeva,
• Agnieszka B. Olejniczak,
• Marta Denel-Bobrowska,
• Victor V. Zhirnov,
• Yevheniia S. Velihina,
• Stepan G. Pilyo and
• Volodymyr S. Brovarets

Beilstein J. Org. Chem. 2026, 22, 390–398, doi:10.3762/bjoc.22.27

• Analytique, Université d’Orléans, Pôle de chimierue de Chartres, BP 6759, 45067 Orléans Cedex 2, France 10.3762/bjoc.22.27 Abstract Nine novel functionalized 2,5-diaryloxazolo[4,5-d]pyrimidin-7-ylamines were designed, synthesized and characterized using 1H, 13C NMR, IR spectroscopy, elemental analysis, and

• spectroscopy, LC–MS and elemental analysis (Supporting Information File 1, Figures S1–S36). The IR spectra of compounds 1–5 showed the presence of NH absorption bands in the range 3381–2936 cm−1, OH at 3396 cm−1 (compound 9), and C=O at 1601–1610 cm−1 (compounds 6-8). Cytotoxic potency of the compounds 1–9

Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation

• Arthur A. Puzyrkov,
• Andrew S. Drachuk,
• Ekaterina A. Popova,
• Alexander V. Stepakov and
• Vitali M. Boitsov

Beilstein J. Org. Chem. 2026, 22, 274–288, doi:10.3762/bjoc.22.20

• configuration of their stereocenters, was determined using NMR spectroscopy and XRD analysis. endo-Isomers 4a–e exhibited the following characteristic signals in their 1H NMR spectra: multiplets in the range of δ 1.5–4.4 ppm were assigned to the protons of the pyrrolizidine ring system. The methyl singlets of

• were established using 1H,13C HSQC NMR spectroscopy. The chemical shift values, signal shapes, and spin–spin coupling constants are provided in Table S1 in Supporting Information File 1. The aromatic protons of compounds 4c–e appear in the downfield region of the spectrum. For product 4c, the aromatic

• endo, −61.3 ppm exo). The structures of all cycloadducts 4a–p were confirmed by 13C DEPT NMR and two-dimensional NMR spectroscopy (HSQC, COSY), supplemented by HRESIMS. Complete spectral data are provided in Supporting Information File 1. The molecular structures of 4b and 4c were also confirmed by XRD

Configuration–packing synergy enabling integrated crystalline-state RTP and amorphous-state TADF

• Ruiyan Wang and
• Yunan Wu

Beilstein J. Org. Chem. 2026, 22, 224–236, doi:10.3762/bjoc.22.16

• -containing acceptor and potential intermolecular interactions, providing conditions for enhanced SOC and RTP manifestation in crystalline or partially crystalline states. By combining single-crystal structural analysis, quantum calculations, and steady-state/time-resolved/temperature-dependent spectroscopy

Synthesis of diaryl phosphates using phytic acid as a phosphorus source

• Kazuya Asao,
• Seika Matsumoto,
• Haruka Mori,
• Riku Yoshimura,
• Takeshi Sasaki,
• Naoya Hirata,
• Yasuyuki Hayakawa and
• Shin-ichi Kawaguchi

Beilstein J. Org. Chem. 2026, 22, 213–223, doi:10.3762/bjoc.22.15

• Supporting Information File 24: Experimental section, characterization data and copies of spectra. Acknowledgements We acknowledge the Analytical Research Center for Experimental Science, Saga University, for the NMR spectroscopy and mass spectrometry measurements. We thank Editage (https://www.editage.com

Improved synthesis and physicochemical characterization of the selective serotonin 2A receptor agonist 25CN-NBOH

• Adrian G. Rossebø,
• Hannah G. Kolberg,
• Anders E. Tønder,
• Louise Kjaerulff,
• Poul Erik Hansen,
• Karla A. Frydenvang,
• Jesper Østergaard and
• Jesper L. Kristensen

Beilstein J. Org. Chem. 2026, 22, 175–184, doi:10.3762/bjoc.22.11

• be partially responsible for its high membrane permeability. To investigate if an IMHB is indeed present in 1, we combined DFT calculations with NMR spectroscopy titrations. For a system containing an IMHB, it would be expected that replacing the proton (O–H) with a deuteron (O–D) would lead to an

• approach [30]. To ensure gauge independence, nuclear shielding was calculated using the GIAO approach [31][32]. NMR spectroscopy NMR spectra were acquired on a 600 MHz Bruker Avance III HD spectrometer equipped with a 5 mm DCH cryoprobe at 300 K unless otherwise specified. Spectra were processed using

Design and synthesis of an axially chiral platinum(II) complex and its CPL properties in PMMA matrix

• Daiki Tauchi,
• Sota Ogura,
• Misa Sakura,
• Kazunori Tsubaki and
• Masashi Hasegawa

Beilstein J. Org. Chem. 2026, 22, 143–150, doi:10.3762/bjoc.22.7

• -to-ligand charge transfer (MLCT). Furthermore, chiroptical measurements by circular dichroism (CD) and CPL spectroscopy indicated that the axial chirality of the binaphthyl moiety governs the relative orientation of the Pt(II)-based chromophore pair, generating MLCT-band CD and CPL signals through

• spectroscopy, as well as high-resolution mass spectrometry (HRMS). Due to its low solubility, single crystals suitable for X-ray crystallographic analysis could not be obtained. Spectroscopic analysis and DFT calculations To elucidate the electronic structure of the platinum(II) complex, UV–vis absorption

• spectroscopy was performed in dilute solution of dichloromethane (1.0 × 10−5 M) (Figure 2a). The absorption spectrum displayed wide range absorption character from 250 to 700 nm with maxima at 430, 331, and 276 nm. To gain deeper insight into the nature of these electronic transitions, density functional

Highly electrophilic, gem- and spiro-activated trichloromethylnitrocyclopropanes: synthesis and structure

• Ilia A. Pilipenko,
• Mikhail V. Grigoriev,
• Olga Yu. Ozerova,
• Igor A. Litvinov,
• Darya V. Spiridonova,
• Aleksander V. Vasilyev and
• Sergey V. Makarenko

Beilstein J. Org. Chem. 2026, 22, 123–130, doi:10.3762/bjoc.22.5

• (1)H(2) = 6.6–6.8 Hz) which agrees with the literature data for structurally similar compounds [37][38][44]. According to 1H-1H NOESY spectroscopy data, NOE correlation of C1H (δH = 4.44 ppm)/CH3 (pyrazolone) (δH = 2.15 ppm) protons is observed in the major diastereomer 9a, and C2H (δH = 5.54 ppm

• conditions. The reaction is carried out either in tetrahydrofuran in the presence of triethylamine or in methanol in the presence of fused potassium acetate. The structures of the isolated individual products were characterized by 1H and 13C NMR, IR spectroscopy, mass spectrometry, and confirmed by single

Sustainable electrochemical synthesis of aliphatic nitro-NNO-azoxy compounds employing ammonium dinitramide and their in vitro evaluation as potential nitric oxide donors and fungicides

• Alexander S. Budnikov,
• Nikita E. Leonov,
• Michael S. Klenov,
• Andrey A. Kulikov,
• Igor B. Krylov,
• Timofey A. Kudryashev,
• Aleksandr M. Churakov,
• Alexander O. Terent’ev and
• Vladimir A. Tartakovsky

Beilstein J. Org. Chem. 2025, 21, 2739–2754, doi:10.3762/bjoc.21.211

• washed with CH2Cl2 (3 × 20 mL). The combined organic phase was washed with H2O (20 mL) and brine (20 mL), dried over Na2SO4, and the solvent was removed in vacuo. The yields of 2a were determined with the use of 1H NMR spectroscopy using 1,1,2,2-tetrachloroethane as an internal standard. NMR and IR

• anodic and cathodic compartments were separately evaporated under water-jet vacuum. The yield of 2a was determined according to 1H NMR spectroscopy using 1,1,2,2-tetrachloroethane as an internal standard. Reaction under constant potential electrolysis (experimental details for Scheme 4, reaction 2): In a

• spectroscopy using 1,1,2,2-tetrachloroethane as an internal standard. Computational details: DFT computations were performed for 1 atm. and 298.15 K in Orca 6.1.0 package [93]. Results were visualized in Chemcraft 1.8 program. For conformationally flexible structures, generation of conformational ensembles was

Competitive cyclization of ethyl trifluoroacetoacetate and methyl ketones with 1,3-diamino-2-propanol into hydrogenated oxazolo- and pyrimido-condensed pyridones

• Svetlana O. Kushch,
• Marina V. Goryaeva,
• Yanina V. Burgart,
• Marina A. Ezhikova,
• Mikhail I. Kodess,
• Pavel A. Slepukhin,
• Alexandrina S. Volobueva,
• Vladimir V. Zarubaev and
• Victor I. Saloutin

Beilstein J. Org. Chem. 2025, 21, 2716–2729, doi:10.3762/bjoc.21.209

• spectroscopy. In all the four solvents used, both types of products were formed: octahydropyrido[1,2-a]pyrimidin-6-one as four diastereomers 4att (δF 79.52 ppm), 4atc (δF 79.61 ppm), 4acc (δF 79.91 ppm), 4act (δF 80.02 ppm); and hexahydrooxazolo[3,2-a]pyridin-5-one as two diastereomers 5atc (δF 79.66 ppm) and

• octahydropyrido[1,2-a]pyrimidinones 4a–d and hexahydrooxazolo[3,2-a]pyridones 5a–c was determined by IR, 1H, 19F, 13C NMR spectroscopy, two-dimensional NMR experiments, and X-ray diffraction analysis (XRD). The IR spectra of octahydropyrido[1,2-a]pyrimidinones 4a–d are characterized by reduced vibrational

• for Collective Use "Spectroscopy and Analysis of Organic Compounds" at the I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences. Funding This research was financially supported by the Ministry of Science and Higher Education of the Russian Federation within