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Search for "addition" in Full Text gives 3219 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Interaction of a pyrene derivative with cationic [60]fullerene in phospholipid membranes and its effects on photodynamic actions

  • Hayato Takagi,
  • Çetin Çelik,
  • Ryosuke Fukuda,
  • Qi Guo,
  • Tomohiro Higashino,
  • Hiroshi Imahori,
  • Yoko Yamakoshi and
  • Tatsuya Murakami

Beilstein J. Org. Chem. 2024, 20, 2732–2738, doi:10.3762/bjoc.20.231

Graphical Abstract
  • , respectively. In this study, by mimicking our previous system of triad molecules and living cells, we report a simplified model system with a cationic C60 derivative (catC60) and a liposome with embedded 1-pyrenebutyric acid (PyBA) to demonstrate that the addition of PyBA was important to achieve fast and
  • experiments of differential scanning calorimetry analyses with varied amount of catC60 or C60 (Figure 2a), the addition of catC60 caused the disappearance of phase transition of DMPC liposomes in a dose-dependent manner and more efficiently than the case with C60. These results suggested that catC60 was more
  • Figure 4a, the intensity decreased upon increasing the concentration of the catC60 in the liposomes, showing the quench of PyBA fluorescence by catC60, presumably by interacting in the liposome membrane. The incomplete quenching after the addition of PyBA at a concentration comparable to that of catC60
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Letter
Published 30 Oct 2024

Synthesis of spiroindolenines through a one-pot multistep process mediated by visible light

  • Francesco Gambuti,
  • Jacopo Pizzorno,
  • Chiara Lambruschini,
  • Renata Riva and
  • Lisa Moni

Beilstein J. Org. Chem. 2024, 20, 2722–2731, doi:10.3762/bjoc.20.230

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  • two anilines are incorporated in the final product, we speculated that the diversification of them could lead to different products. Anyway, first attempts to use two different anilines in the reaction failed, giving complex mixtures of α-aminoamidines even using sequential or slow addition of
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Published 29 Oct 2024

Synthesis of benzo[f]quinazoline-1,3(2H,4H)-diones

  • Ruben Manuel Figueira de Abreu,
  • Peter Ehlers and
  • Peter Langer

Beilstein J. Org. Chem. 2024, 20, 2708–2719, doi:10.3762/bjoc.20.228

Graphical Abstract
  • with a certain fine-structure for compounds 5a, 5g, and 5i and structure-less absorption features for compounds 5d, 5f, and 5h containing electron-donating functional groups are observed. In addition, the presence of strongly electron-donating N,N-dimethylamino groups leads to increased extinction
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Published 28 Oct 2024

5th International Symposium on Synthesis and Catalysis (ISySyCat2023)

  • Anthony J. Burke and
  • Elisabete P. Carreiro

Beilstein J. Org. Chem. 2024, 20, 2704–2707, doi:10.3762/bjoc.20.227

Graphical Abstract
  • novel lipophilic cinchona squaramide organocatalyst. This organocatalyst was evaluated in a benchmark Michael addition of acetylacetone to trans-β-nitrostyrene, yielding the Michael adduct with high yield and enantioselectivity. The hydrophobic chain of the catalyst allowed the organocatalyst to be
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Editorial
Published 28 Oct 2024

Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers

  • Yukiko Karuo,
  • Keita Hirata,
  • Atsushi Tarui,
  • Kazuyuki Sato,
  • Kentaro Kawai and
  • Masaaki Omote

Beilstein J. Org. Chem. 2024, 20, 2691–2703, doi:10.3762/bjoc.20.226

Graphical Abstract
  • 2a in good yields (Table 1, entries 9–11). Cross-coupling with palladium bis(trifluoroacetate), which is more reactive than palladium diacetate, gave the corresponding product in high yield of 96% (Table 1, entry 12). Without the addition of triphenylphosphine, the reaction proceeded in only 12
  • to 4 mol % led to the conversion of 1a into 3a in 77% yield (Table 2, entry 13). In addition, using 2.0 equiv of 5a gave 3a in high 80% yield (Table 2, entry 14). Based on these results, we determined entry 13 in Table 1 and entry 14 in Table 2 as the optimum reaction conditions. We used 1 as a
  • cyclopropylboronic acid (4n) achieved to give 2n in a 71% yield (Table 3, entry 13). When thiopheneboronic acid 4o was used as a coupling partner, the thiophene ring could be installed on 1a in a comparatively low yield of 31% (Table 3, entry 14). In addition, we investigated the substrate scope of 1 in the Suzuki
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Published 24 Oct 2024

Photoluminescence color-tuning with polymer-dispersed fluorescent films containing two fluorinated diphenylacetylene-type fluorophores

  • Kazuki Kobayashi,
  • Shigeyuki Yamada,
  • Motohiro Yasui and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2024, 20, 2682–2690, doi:10.3762/bjoc.20.225

Graphical Abstract
  • as electron-donating groups was shown to promote intramolecular charge transfer (ICT) and shifted the PL wavelength to longer wavelengths, resulting in yellow or orange fluorescence in the solid state [21][22]. In addition, cross-linking between the amino group and attached benzene ring effectively
  • %, indicating that the PL band of 1c was very small because of non-radiative deactivation, in addition to the low PL component of 1c. The PL color of the PMMA film blended in a 95:5 ratio was dark blue, with color coordinates of (0.17, 0.14). Based on these results, various mixing ratios of 1a and 1c ranging
  • component 1a or 1c. In other words, tuning the PL color was possible by controlling the mixing ratio. In addition, when the mixing ratio of 1a to 1c was 70:30, the chromaticity coordinates were (0.20, 0.32), which are relatively close to the ideal color coordinates of (0.33, 0.33) for white. The results for
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Published 23 Oct 2024

Computational design for enantioselective CO2 capture: asymmetric frustrated Lewis pairs in epoxide transformations

  • Maxime Ferrer,
  • Iñigo Iribarren,
  • Tim Renningholtz,
  • Ibon Alkorta and
  • Cristina Trujillo

Beilstein J. Org. Chem. 2024, 20, 2668–2681, doi:10.3762/bjoc.20.224

Graphical Abstract
  • three steps: (1) capture of CO2, (2) opening of PO and addition of the activated CO2, and (3) liberation of the product (Figure 5). During the study of the selected catalysts (Figure 4), it was observed that, depending on the catalyst considered, the reaction followed a different mechanism, that is
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Published 22 Oct 2024

Transition-metal-free decarbonylation–oxidation of 3-arylbenzofuran-2(3H)-ones: access to 2-hydroxybenzophenones

  • Bhaskar B. Dhotare,
  • Seema V. Kanojia,
  • Chahna K. Sakhiya,
  • Amey Wadawale and
  • Dibakar Goswami

Beilstein J. Org. Chem. 2024, 20, 2655–2667, doi:10.3762/bjoc.20.223

Graphical Abstract
  • -hydroxybenzophenones are conventionally prepared via Fries rearrangement of a phenyl ester [10]. Organocatalytic methods have also been reported for the synthesis of 2-hydroxybenzophenones [11]. In addition, several metal-mediated methods for their synthesis have been reported. For example, the Rh-catalyzed
  • of TEMPO, a known radical quencher [26]. To our expectations, the reaction did not proceed well in presence of TEMPO, giving a very poor yield of 4ba, confirming the role of radical in the reaction (Scheme 4). In addition, since it has been reported that the formation of hydroperoxides in THF is
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Published 21 Oct 2024

The scent gland composition of the Mangshan pit viper, Protobothrops mangshanensis

  • Jonas Holste,
  • Paul Weldon,
  • Donald Boyer and
  • Stefan Schulz

Beilstein J. Org. Chem. 2024, 20, 2644–2654, doi:10.3762/bjoc.20.222

Graphical Abstract
  • -dimethylalk-5-enoates in a homologous series from C11–C16, were characterized by GC–MS and GC–IR analysis and various microderivatization reactions including hydrogenation and esterification leading to methyl and pyridylmethyl esters. In addition, dimethyloxazoline formation helped to localize the double bond
  • -hexadecylglycerol, as well as other common long-chain alcohols and amides. Although a general defensive function has been proposed for snake abdominal scent glands, the specific chemistry and moderate amounts of acids reported here may suggest a function in chemical signaling for the Mangshan pit viper. In addition
  • components of the SGS bouquet obtained from animals living in a zoo, including the identification of unique fatty acids of medium chain length not reported before from nature. Similar acids are not known from any other snake. In addition, small amounts of diketopiperazines were found for the first time in
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Published 18 Oct 2024

Deciphering the mechanism of γ-cyclodextrin’s hydrophobic cavity hydration: an integrated experimental and theoretical study

  • Stiliyana Pereva,
  • Stefan Dobrev,
  • Tsveta Sarafska,
  • Valya Nikolova,
  • Silvia Angelova,
  • Tony Spassov and
  • Todor Dudev

Beilstein J. Org. Chem. 2024, 20, 2635–2643, doi:10.3762/bjoc.20.221

Graphical Abstract
  • ) that the number of "true" hydrating water molecules in the γ-CD pore is about 7. Effect of the addition of pre-formed water clusters (bulk binding) The stepwise binding of water molecules to the cyclodextrin host appears to be a favorable process. As indicated in our previous studies on α- and β-CDs
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Published 17 Oct 2024

Applications of microscopy and small angle scattering techniques for the characterisation of supramolecular gels

  • Connor R. M. MacDonald and
  • Emily R. Draper

Beilstein J. Org. Chem. 2024, 20, 2608–2634, doi:10.3762/bjoc.20.220

Graphical Abstract
  • different length scales can be probed to identify how the individual fibres form and then entangle to form the gel network. In addition to showing the shape of the self-assembled structures, with the aid of software tools such as ImageJ [13], features such as the fibre width, fibre length, and pore sizes
  • , meaning no drying is required of the material, the material itself needs to be fluorescent (but not quenching upon assembly) or the addition of a dye is required. Such dyes need to be able to stick with the fibres, rather than sitting in the pores. Therefore, the fluorescent material is either chemically
  • use of fluorescence probes should be used in tandem with CLSM. For example, Raeburn et al. showed that the addition of molecular rotors and fluorescent dyes affects the bulk network of self-assembled materials using rheology. The co-packing was observed to alter rheological properties of the materials
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Review
Published 16 Oct 2024

Efficient modification of peroxydisulfate oxidation reactions of nitrogen-containing heterocycles 6-methyluracil and pyridine

  • Alfiya R. Gimadieva,
  • Yuliya Z. Khazimullina,
  • Aigiza A. Gilimkhanova and
  • Akhat G. Mustafin

Beilstein J. Org. Chem. 2024, 20, 2599–2607, doi:10.3762/bjoc.20.219

Graphical Abstract
  • 2 was no more than 15%. Subsequently, upon acid hydrolysis of compound 2, HMU (3) was produced. The addition of PcM to the reaction mixture resulted in a significant increase in the yield of compound 2 [13][22]. The catalysts were added in quantities ranging from 0.00001–0.1 wt %, with the amount of
  • catalyst increasing by a factor of 10 in each successive experiment. As described in [13] PcFe(II), PcСo, and PcFe(III) exhibited the highest activity in oxidizing reactions of MU (1). Addition of these catalysts in the amount of 0.01–0.05 wt % increased the yield of MU-5-ammonium sulfate 2 to 82–95%. The
  • spectral properties of HPy (9) are in agreement with those reported in the literature [29]. The most effective catalyst for the pyridine oxidation was found to be РсСо. Its addition to the reaction in the amount of 0.1–0.3 wt % increased the yield of pyridin-2-yl ammonium sulfate (8) up to 78–81% (Table 2
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Published 16 Oct 2024

Synthesis and cytotoxicity studies of novel N-arylbenzo[h]quinazolin-2-amines

  • Battini Veeraiah,
  • Kishore Ramineni,
  • Dabbugoddu Brahmaiah,
  • Nangunoori Sampath Kumar,
  • Hélène Solhi,
  • Rémy Le Guevel,
  • Chada Raji Reddy,
  • Frédéric Justaud and
  • René Grée

Beilstein J. Org. Chem. 2024, 20, 2592–2598, doi:10.3762/bjoc.20.218

Graphical Abstract
  • dihydropteridinone derivatives were found as potent inhibitors of vaccinia-related kinase 1 and casein kinase 1δ/ε [5]. In addition, it is worth mentioning that closely related compounds like 2-(arylamino)benzo[h]quinazolin-4-ones [6][7][8] and N2-arylbenzo[h]quinazoline-2,4-diamines [9][10][11] are well identified
  • -amines and it was exemplified through the preparation of a focused chemical library with 19 members. In addition, the cytotoxicity assays afforded interesting results demonstrating that the substitution on the anilino part can have significant effects on their bioactivity. Two molecules (4a and 4i
  • in heat gun-dried round-bottomed flasks under a dry argon or nitrogen atmosphere. Air and moisture-sensitive compounds were introduced via syringes or cannula, using standard inert atmosphere techniques. In addition, the gas stream was passed through glass cylinder filled with P2O5 to remove any
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Published 14 Oct 2024

Base-promoted cascade recyclization of allomaltol derivatives containing an amide fragment into substituted 3-(1-hydroxyethylidene)tetronic acids

  • Andrey N. Komogortsev,
  • Constantine V. Milyutin and
  • Boris V. Lichitsky

Beilstein J. Org. Chem. 2024, 20, 2585–2591, doi:10.3762/bjoc.20.217

Graphical Abstract
  • was isolated in unchanged form. It should be mentioned that the key step of the studied recyclization is an intramolecular nucleophilic addition of a nitrogen atom at the double bond of the pyranone ring. Comparing the chemical properties of the considered amides and hydrazides it can be assumed that
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Published 14 Oct 2024

Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air

  • Yuki Yamamoto,
  • Yuki Konakazawa,
  • Kohsuke Fujiwara and
  • Akiya Ogawa

Beilstein J. Org. Chem. 2024, 20, 2577–2584, doi:10.3762/bjoc.20.216

Graphical Abstract
  • residues from the final products is generally difficult, there is concern about side effects or adverse effects on functional expression when used in pharmaceutical and material synthesis. In addition, many transition metal catalysts are very expensive, unstable, and difficult to handle. For these reasons
  • generating a boron radical (pinB•) by photoirradiation of (Bpin)2 and found that the addition of (PhS)2 was effective in generating the boron radical [30]. We therefore investigated this reaction by adding (PhS)2 as a Lewis base, but the yield of 3a was not improved and (PhS)2 was recovered almost
  • radical (TEMPO) as a radical scavenger, strongly suggesting that a radical pathway is involved in the key step of the arylboronate synthesis (Scheme 4a). In addition, the reaction of triphenylbismuthine 1a (0.07 mmol) and TEMPO (0.4 mmol) under air resulted in the formation of 4 in 10% yield, which was
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Published 11 Oct 2024

A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis

  • Nian Li,
  • Ruzal Sitdikov,
  • Ajit Prabhakar Kale,
  • Joost Steverlynck,
  • Bo Li and
  • Magnus Rueping

Beilstein J. Org. Chem. 2024, 20, 2500–2566, doi:10.3762/bjoc.20.214

Graphical Abstract
  • carbocation intermediate, which rearomatizes through proton loss. Concurrently, the cathodic reduction of the generated protons produces H2. In addition to (hetero)aromatic groups, alkene scaffolds also underwent this reaction (Scheme 3). In the same year, the Lei group [10] extended the electrochemical C(sp2
  • -bond product. To demonstrate the mildness of the LSF reaction conditions, celecoxib and topiramate sulfonamides were easily functionalized with 1,3-diarylpropene in moderate yields (Scheme 6). C–H bond oxygenation: In addition to electrochemical C–H aminations, C–H oxygenations have also been reported
  • method for the formation of C–S bonds [25]. This method achieves the difunctionalization of a carbon atom by reacting isocyanide 2-isocyanoacetate with a thiophenol and an alcohol. The scope is very broad for thiophenols, alcohols, and isocyanides, and even alkyl thiols are compatible. In addition to
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Review
Published 09 Oct 2024

Visible-light-mediated flow protocol for Achmatowicz rearrangement

  • Joachyutharayalu Oja,
  • Sanjeev Kumar and
  • Srihari Pabbaraja

Beilstein J. Org. Chem. 2024, 20, 2493–2499, doi:10.3762/bjoc.20.213

Graphical Abstract
  • OH). The Achmatowicz product is formed by addition of water to oxocarbenium intermediate A followed by elimination of L. Conclusion In conclusion, an integrated continuous PFR platform for photocatalytic functionalization of furfuryl alcohols to dihydropyranones through an Achmatowicz rearrangement
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Published 08 Oct 2024

HFIP as a versatile solvent in resorcin[n]arene synthesis

  • Hormoz Khosravi,
  • Valeria Stevens and
  • Raúl Hernández Sánchez

Beilstein J. Org. Chem. 2024, 20, 2469–2475, doi:10.3762/bjoc.20.211

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  • ]. In contrast, the protocol reported herein provides 94–98% yield when employing longer chain-containing aldehydes (1c–e). In addition to resorcinol, 2-methylresorcinol is commonly used in resorcin[n]arene synthesis as radical oxidation of the methyl unit in the ArCH3 fragments provides a benzyl
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Published 02 Oct 2024

Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams

  • Valentina Giraldi,
  • Giandomenico Magagnano,
  • Daria Giacomini,
  • Pier Giorgio Cozzi and
  • Andrea Gualandi

Beilstein J. Org. Chem. 2024, 20, 2461–2468, doi:10.3762/bjoc.20.210

Graphical Abstract
  • , Via Gobetti 85, 40129 Bologna, Italy 10.3762/bjoc.20.210 Abstract The direct nucleophilic addition of amides to unfunctionalized alkenes via photoredox catalysis represents a facile approach towards functionalized alkylamides. Unfortunately, the scarce nucleophilicity of amides and competitive side
  • reactions limit the utility of this approach. Herein, we report an intramolecular photoredox cyclization of alkenes with β-lactams in the presence of an acridinium photocatalyst. The approach uses an intramolecular nucleophilic addition of the β-lactam nitrogen atom to the radical cation photogenerated in
  • functionalization of amides with alkenes under photoredox conditions. Another viable approach for amide functionalization through photoredox catalysis involves the nucleophilic addition, in the presence of base, of an amide to a radical cation obtained by oxidation of an unfunctionalized alkene moiety (Figure 1A
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Published 01 Oct 2024

Hypervalent iodine-mediated cyclization of bishomoallylamides to prolinols

  • Smaher E. Butt,
  • Konrad Kepski,
  • Jean-Marc Sotiropoulos and
  • Wesley J. Moran

Beilstein J. Org. Chem. 2024, 20, 2455–2460, doi:10.3762/bjoc.20.209

Graphical Abstract
  • the alkene and the amide increased from two to three atoms. In the latter case, cyclization at the amide nitrogen to form the pyrrolidine ring was favored over cyclization at the amide oxygen. A DFT study was undertaken to rationalize the change in mechanism of this cyclization process. In addition
  • , reaction conditions were developed, and the scope of this cyclization studied. Keywords: cyclization; DFT; hypervalent iodine; mechanism; proline; Introduction Proline is one of the 20 DNA-encoded proteinogenic amino acids that are essential to life [1][2]. In addition, the pyrrolidine core is present in
  • important area of study as this ring system is prevalent in many useful molecules. Typical literature procedures include multistep derivations of proline itself, e.g., the destruction of the stereocenter and then its reinstallation by an enantioselective conjugate addition [9]. Other methods include the
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Published 30 Sep 2024

Synthesis and conformational analysis of pyran inter-halide analogues of ᴅ-talose

  • Olivier Lessard,
  • Mathilde Grosset-Magagne,
  • Paul A. Johnson and
  • Denis Giguère

Beilstein J. Org. Chem. 2024, 20, 2442–2454, doi:10.3762/bjoc.20.208

Graphical Abstract
  • ][3][4][5][6][7]. What about other halogens? Pyran inter-halide analogues of carbohydrates were rarely investigated as new tools in glycobiology [8]. This is surprising since the incorporation of halogens can improve cellular uptakes and enhance membrane binding and permeation [9][10][11]. In addition
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Published 27 Sep 2024

Phenylseleno trifluoromethoxylation of alkenes

  • Clément Delobel,
  • Armen Panossian,
  • Gilles Hanquet,
  • Frédéric R. Leroux,
  • Fabien Toulgoat and
  • Thierry Billard

Beilstein J. Org. Chem. 2024, 20, 2434–2441, doi:10.3762/bjoc.20.207

Graphical Abstract
  • developed an electrophilic phenylseleno trifluoromethoxylation of alkenes, which leads to β-selenylated trifluoromethoxylated compounds or, upon subsequent reduction, to the trifluoromethoxylated ones. Keywords: DNTFB; electrophilic addition; fluorine; selenium; trifluoromethoxy; Introduction Due to the
  • compounds from alkenes and DDPyOCF3, more precisely to α-trifluoromethoxylated, β-phenylselenylated compounds. Results and Discussion The electrophilic addition of phenylselenyl halides to alkenes to form a selenonium intermediate that can be intercepted by an external nucleophile is a well-known method to
  • trifluoromethoxylation by nucleophilic substitution, using an excess of DNTFB as a reservoir of CF3O− [68]. Thus, by adding cyclohexene (1a) to the preformed mixture of DNTFB (2 equiv) and DMAP (1 equiv), followed by the addition of PhSeCl, only a low yield of the expected α-trifluoromethoxylated,β-phenylselenylated
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Published 26 Sep 2024

Facile preparation of fluorine-containing 2,3-epoxypropanoates and their epoxy ring-opening reactions with various nucleophiles

  • Yutaro Miyashita,
  • Sae Someya,
  • Tomoko Kawasaki-Takasuka,
  • Tomohiro Agou and
  • Takashi Yamazaki

Beilstein J. Org. Chem. 2024, 20, 2421–2433, doi:10.3762/bjoc.20.206

Graphical Abstract
  • anionic species from, for example, malonate. One reason could be because of the formation of the less stable alkoxide by the progress of the nucleophilic addition. If this is really the case, the presence of the strongly electron-withdrawing fluorine-containing groups in our instance should nicely affect
  • the characteristics of the resultant intermediate which could lead to the realization of the addition of such nucleophilic species. First of all, as shown in Table 4, we started to investigate the reactivity of 2b toward sodium malonate as the representative nucleophile. Because a brief solvent search
  • of the active hydrogen in DMSO: 13.3 [52]), nitromethane (17.2 [53]), ethyl (diethylphosphono)acetate (18.6 [52]), malononitrile (11.1 [53]), ethyl 2-nitroacetate (9.1 [54]), ethyl 2-cyanoacetate (13.1 [55]), and diethyl malonate (16.4 [56]) all failed to afford the desired addition products. From
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Published 25 Sep 2024

Homogeneous continuous flow nitration of O-methylisouronium sulfate and its optimization by kinetic modeling

  • Jiapeng Guo,
  • Weike Su and
  • An Su

Beilstein J. Org. Chem. 2024, 20, 2408–2420, doi:10.3762/bjoc.20.205

Graphical Abstract
  • its control difficult and risky. In this paper, a homogeneous continuous flow microreactor system was developed for the nitration of O-methylisouronium sulfate under high concentrations of mixed acids, with a homemade static mixer eliminating the mass transfer resistance. In addition, the kinetic
  • reactor [3]. The reaction is a typical aliphatic nitration, which is fast and highly exothermic, requiring low reaction temperatures. In addition, the safety hazard of this reaction is increased by using concentrated nitric and sulfuric acids. Therefore, it is necessary to modify the nitrification
  • the liquid–liquid two-phase mass transfer process on a microscopic scale, mainly by optimizing the microchannel geometry [22], addition of in-channel obstacles, etc. [23][24][25]. Santana et al. designed an efficient fluid mixer "Elis" consisting of internal walls and circular obstacles. This static
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Published 24 Sep 2024

Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments

  • Daria A. Burmistrova,
  • Andrey Galustyan,
  • Nadezhda P. Pomortseva,
  • Kristina D. Pashaeva,
  • Maxim V. Arsenyev,
  • Oleg P. Demidov,
  • Mikhail A. Kiskin,
  • Andrey I. Poddel’sky,
  • Nadezhda T. Berberova and
  • Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202

Graphical Abstract
  • , imidazole, thiadiazole, or other fragments [44][45][46][47][48]. Previously, we obtained a series of sterically hindered catechols linked through a sulfide bridge with various polar or low-polar groups [36][49][50][51] and heterocyclic fragments [52] via the Michael addition reaction. Also, we have
  • , the catechol molecules in the crystal are located in such a way that catechol hydroxy fragments look at each other and, in addition to intra-molecular hydrogen bond O–H···O between the two hydroxy groups, the intermolecular hydrogen interactions are also being realized between the catechol fragments
  • 121.6°). In addition, the intermolecular H-bonding is observed between group O2–H2 of molecule A and the thione group C=S of molecule B (the distance H2A···S1B is 2.42(1) Å, the angle O2A–H2A–S1B is 161°). At the same time, for molecule B, there is a hydrogen bond between the O2B–H2B group with the
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Published 19 Sep 2024
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