Synthesis of 2-Azidomethyl-5-ethynylfuran: A New Bio-Derived Self-Clickable Building Block.
Synthesis. 2019. Vol. 51. No. 05. P. 1235-1242.
Romashov Leonid V., Ananikov V., Galkin K., Kislitsyn P.
2-Azidomethyl-5-ethynylfuran, a new ambivalent compound
with both azide and alkyne moieties that can be used as a self-clickable
monomer, is synthesized starting directly from renewable biomass. The
reactivity of the azide group linked to furfural is tested via the efficient
preparation of a broad range of furfural-containing triazoles in good to
excellent yields using a ‘green’ copper(I)-catalyzed azide–alkyne cycloaddition
procedure. Access to new bio-based chemicals and oligomeric
materials via a click-chemistry approach is also demonstrated using
this bio-derived building block.
Research target: Chemistry Chemical Technologies
Priority areas: engineering science
Chemical Transformations of Biomass-Derived C6-Furanic Platform Chemicals for Sustainable Energy Research, Materials Science, and Synthetic Building Blocks
, , et al., ACS Sustainable Chemistry & Engineering 2018 Vol. 6 No. 7 P. 8064-8092
Recent advances in the area of biomass-derived C6-furanic platform chemicals for sustainable biomass processing are analyzed focusing on chemical reactions important for development of practical applications and materials science. Among the chemical processes currently being studied, tuning the amount of oxygen-containing functional groups remains the most active research direction. Production of efficient fuels requires the removal of oxygen ...
Added: January 17, 2020
A tunable precious metal-free system for selective oxidative esterification of biobased 5-(hydroxymethyl)furfural
, , , Green Chemistry 2019 Vol. 21 P. 3464-3468
Oxidative esterification of biomass-derived 5-(hydroxymethyl) furfural (HMF) and furfural and their derivatives has been performed using a simple MnO2/NaCN system. The developed method allows the selective one-pot transformation of HMF to dimethyl furan-2,5-dicarboxylate (FDME) in 83% isolated yield without the formation of a free acid. Simplification of FDME production provides the missing link for manufacturing sustainable value-added materials from ...
Added: January 17, 2020
Biobased C6‑Furans in Organic Synthesis and Industry: Cycloaddition Chemistry as a Key Approach to Aromatic Building Blocks
, , et al., ACS Sustainable Chemistry & Engineering 2021 Vol. 9 No. 8 P. 3011-3042
Rapid development in the area of cellulose biomass conversion to furanic platform chemicals has led to expectations of their valuable practical use. Impressive research progress in this direction has resulted in several achievements but at the same time identified a key challenge—the necessity to produce aromatic compounds. In this perspective, we analyze the current stage ...
Added: September 23, 2021
Impregnation of Poly(methyl methacrylate) with Carbamazepine in Supercritical Carbon Dioxide: Molecular Dynamics Simulation
, , , Journal of Physical Chemistry B 2020 Vol. 124 No. 38 P. 8410-8417
Fully atomistic molecular dynamics simulations are employed to study impregnation of the poly(methyl methacrylate) (PMMA) matrix with carbamazepine (CBZ) in supercritical carbon dioxide. The simulation box consists of 108 macromolecules of the polymer sample with the polymerization degree of 100, 57 molecules of CBZ, and 242,522 CO2 molecules. The simulation is performed at 333 K and ...
Added: September 16, 2020
, М. : ЛЕНАНД, 2020
Within the presented monograph for the first time statistical approaches, based on the self-consistent field theory, were presented for the theoretical description of the thermodynamic properties of the ion-molecular systems (electrolyte solutions, ionic liquids, dielectric polymers and metal-organic frameworks) in the bulk solution and at the interfaces with the account for their molecular structure. In ...
Added: November 18, 2019
Исследование токсичности каликс- и -аренов и их сульфатированных производных в двумерной и трехмерной культуре клеточной линии колоректальной аденокарциномы
, , et al., Биотехнология 2021 Т. 37 № 1 С. 87-94
A comparative study of the toxicity of two unsubstituted calixarenes consisting of 4 and 6 phenolic fragments, as well as their p-sulfated derivatives, was carried out on the HT-29 colorectal adenocarcinoma cells cultured in two-dimensional (2D) and three-dimensional (3D) formats. It was shown that both unsubstituted calixarenes decrease the viability of tumor cells; calixarene and ...
Added: June 30, 2021
, , et al., Applied Clay Science 2020 Vol. 186 Article 105442
Statistical information on the edge surface area and edge crystallographic orientation of clay nanoparticle surfaces is essential for proper accounting of the protonation-deprotonation reactions as a part of mechanistic surface complexation models. A combination of atomic-force microscopy (AFM) measurements and molecular dynamics computer simulations made it possible to quantify the relative contributions of the most ...
Added: February 26, 2020
Clay swelling in dry supercritical carbon dioxide: Effects of interlayer cations on the structure, dynamics, and energetics of CO2 intercalation probed by XRD, NMR and GCMD simulations.
, , et al., Journal of Physical Chemistry C 2018 Vol. 122 No. 8 P. 4391-4402
In situ XRD and NMR experiments combined with molecular dynamics simulations using the grand canonical ensemble (GCMD) show that cation size, charge and solvation energy play critical roles in determining the interlayer expansion of smectite clay minerals when exposed to dry supercritical CO2 under conditions relevant to the earthâ€™s upper crust, petroleum reservoirs, and geological ...
Added: May 31, 2018
Molecular dynamics simulation of the interaction of uranium (VI) with the C-S-H phase of cement in the presence of gluconate
, , Applied Geochemistry 2020 Vol. 113 Article 104496
Due to their high durability and immobilization properties, cementitious materials have found a considerable application in the design and construction of radioactive waste repositories in the last decades. During cement paste production, organic additives are introduced to modify various properties of cement. The presence of such organic complexants may negatively affect the immobilizing properties of ...
Added: February 26, 2020
Bari : Digilabs Pub., 2021
ASYS, the AIPEA School for Young Scientists. ASYS was successfully convened at the Andalusian Institute of Earth Sciences (CSIC-UGR, Granada, Spain) on July 15 and 16, 2017, under the supervision of Dr. Claro Ignacio Sainz Díaz, researcher of this centre, and in close connection to the 16th International Clay Conference in Granada (ICC 2017). Young and not so-young ...
Added: September 5, 2021
, , et al., Chemical Reviews 2019 Vol. 119 No. 23 P. 11857-11911
Reductive amination plays a paramount role in pharmaceutical and medicinal chemistry owing to its synthetic merits and the ubiquitous presence of amines among biologically active compounds. It is one of the key approaches to C–N bond construction due to its operational easiness and a wide toolbox of protocols. Recent studies show that at least a ...
Added: August 5, 2020
Advances in Clayff Molecular Simulation of Layered and Nanoporous Materials and Their Aqueous Interfaces
, , , Journal of Physical Chemistry C 2021 Vol. 125 No. 32 P. 17573-17589
As a general-purpose force field for molecular simulations of layered materials and their fluid interfaces, Clayff continues to see broad usage in atomistic computational modeling for numerous geoscience and materials science applications due to its (1) success in predicting properties of bulk nanoporous materials and their interfaces, (2) transferability to a range of layered and ...
Added: September 5, 2021
, , et al., Journal of Alloys and Compounds 2021 Vol. 859 Article 157782
MgPd2 is an intermetallic compound with a reversible hydrogen uptake near ambient conditions. Hydrogenation occurs near room temperature at pressures below 0.1 MPa to form a hydrogen-rich MgPd2H0.88 phase. In this work, hydrogen sorption isotherms were measured at 283 K ≤ T ≤ 328 K as well as at a cryogenic temperature of 77 K and pressure values up ...
Added: November 5, 2020
Role of cations in the methane/carbon dioxide partitioning in nano- and mesopores of illite using constant reservoir composition molecular dynamics simulation
, , et al., Journal of Physical Chemistry C 2020 Vol. 124 P. 2490-2500
We performed constant reservoir composition molecular dynamics (CRC-MD) simulations at 323 K and 124 bar to quantitatively study the partitioning of fluid species between the nano- and mesopores of clay and a bulk reservoir containing an equimolar mixture of CO2 and CH4. The results show that the basal (001) and protonated edge (010) surfaces of ...
Added: February 26, 2020
Push-pull molecules bearing a hydrazonocyclopentadiene acceptor moiety: from the synthesis to organic photovoltaic applications
, , et al., Mendeleev Communications 2019 Vol. 29 No. 3 P. 304-306
First representatives of a novel class of compounds containing an electron-accepting hydrazonocyclopentadiene moiety, π-conjugated phenylene spacer, and electron-donating triphenylamine moiety have been synthesized. Investigation of their optical, electrochemical and photovoltaic properties revealed a high potential of the hydrazonocyclopentadiene acceptor moiety in the design of donor-acceptor compounds for organic photovoltaics. ...
Added: October 14, 2020
Biomass-Derived Ionic Liquids Based on a 5‑HMF Platform Chemical: Synthesis, Characterization, Biological Activity, and Tunable Interactions at the Molecular Level
, , et al., ACS Sustainable Chemistry & Engineering 2021 Vol. 9 No. 9 P. 3552-3570
A new family of protic ammonium ionic liquids (ILs) with various inorganic anions was synthesized from bio-derived 5-HMF. Starting with cellulose biomass, a complete preservation of the C6 unit was achieved throughout the synthetic sequence (no carbon loss). Evaluation of green metrics showed a significant advantage of the developed bio-derived pathway to access ILs from ...
Added: September 23, 2021
Structure of Hydrated Kaolinite Edge Surfaces: DFT Results and Further Development of the ClayFF Classical Force Field with Metal-O-H Angle Bending Terms
, , et al., Journal of Physical Chemistry C 2019 Vol. 123 P. 11628-11638
Toward the development of classical force fields for the accurate modeling of clay mineral-water systems, we have extended the use of metalâ€“Oâ€“H (Mâ€“Oâ€“H) angle bending terms to describe surface Siâ€“Oâ€“H bending for hydrated kaolinite edge structures. Kaolinite, comprising linked octahedral Al and tetrahedral Si sheets, provides a rigorous test by combining aluminol and silanol groups ...
Added: November 2, 2019
Издательский дом НИУ ВШЭ, 2019
Учебно-методическое пособие составлено на основании многолетнего опыта преподавания курса неорганической химии на химическом факультете МГУ имени М.В. Ломоносова. Пособие является руководством к лабораторным занятиям и состоит из четырех глав. В первой главе изложена техника безопасности проведения лабораторных работ, во второй — приводится описание основной химической посуды и приемов обращения с ней, а также правила обращения с реактивами. ...
Added: September 9, 2019
, , et al., Inorganic Materials: Applied Research 2021 Vol. 12 No. 2 P. 328-336
New chalcospinels of the most common compositions were predicted: AIBIIICIVX4 (X = S or Se) and AIIBIIICIIIS4 (A, B, and C are various chemical elements). They are promising for the search for new materials for magneto-optical memory elements, sensors, and anodes in sodium-ion batteries. The parameter “a” values of their crystal lattice are estimated. When predicting, only the ...
Added: April 2, 2021
, , et al., Electrochimica Acta 2020 Vol. 351 P. 136465
A major challenge in the design of electrochemical biodevices is to achieve fast rates of electron exchange between proteins and electrodes. In this work, we show that a significant increase in the direct electron transfer rate between a graphite electrode and Tobacco Peroxidase takes place when a surface exposed leucine, located in the vicinity of ...
Added: July 22, 2020
, , , Coordination Chemistry Reviews 2021 Vol. 426 P. 1-23
Abstract In this review we summarize the results of recent studies of the mechanisms of magnetoelectric effect in mixed-valence molecules. Consideration of fairly different systems and emerging situations is united by a common physical concept of spin-dependent electric polarizability in a wide class of such systems. In many-electron dimers, which are on the borderline between ...
Added: September 10, 2021
, , et al., Chemistry - A European Journal 2020 Vol. 26 P. 12188-12193
Two novel cerium(IV) phosphates were obtained: cerium(IV) hydroxidophosphate, Ce(OH)PO4, and cerium(IV) oxidophosphate, Cе2O(PO4)2, which were shown to complement the classes of isostructural compounds M(OH)PO4 and R2O(PO4)2, where M = Th, U and R = Th, U, Np, Zr. Cе2O(PO4)2 oxidophosphate is formed by elimination of H2O from the crystal structure of Ce(OH)PO4 during its thermal ...
Added: July 2, 2020
, Современные наукоемкие технологии. Региональное приложение 2017 № 1 С. 77-85
In article it is considered engineering confectioning of materials for sewing products. The factors, influencing stability of a design of host of sewing product, interaction of indicators of properties of components of a package of materials are investigated. Also are experimentally investigated confection and technological ways of strengthening of a design of host; problem zones ...
Added: November 15, 2020
Structure of the carboxypeptidase B complex with N-sulfamoyl-L-phenylalanine - a transition state analog of non-specific substrate
, , et al., Journal of Biomolecular Structure and Dynamics 2018 Vol. 36 No. 4 P. 956-965
Carboxypeptidase B (EC 220.127.116.11) (CPB) is commonly used in the industrial insulin production and as a template for drug design. However, its ability to discriminate substrates with hydrophobic, hydrophilic, and charged side chains is not well understood. We report structure of CPB complex with a transition state analog N-sulfamoyl-L-phenylalanine solved at 1.74 angstrom. The study ...
Added: January 28, 2019