Month: November 2022

Babon, Juan C. published the artcileDihydroboration of Alkyl Nitriles Catalyzed by an Osmium-Polyhydride: Scope, Kinetics, and Mechanism, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is dihydroboration alkyl nitrile catalyst osmium polyhydride kinetics mechanism; diboryl amine preparation.

Complex OsH6(PiPr3)2 is an efficient catalyst precursor for the addition of pinacolborane and catecholborane to the C-N triple bond of alkyl nitriles. In this way, a variety of N,N-diborylamines have been isolated and fully characterized, including 13 derivatives not described so far. The range of nitriles used is wide and comprises substrates having unfunctionalized linear and branched chains, and functionalized chains with methoxide, trifluoromethyl, aryl, pyridyl, benzoyl, or cyanide groups. Kinetic studies demonstrate that the overall process consists of two consecutive irreversible reactions: the catalytic metal-promoted monohydroboration of the nitrile to afford the borylimine and the metal-free stoichiometric hydroboration of the latter to give the diborylamine. The mechanism of the hydroboration has been established by combining the kinetic anal. of the catalysis, stoichiometric reactions, and DFT calculations The rate-determining step of the catalysis is the insertion of the C-N triple bond of the nitrile into the Os-B bond of an osmium-σ-borane intermediate and is regiodirected by the nucleophilicity of the nitrogen atom and the electrophilicity of the carbon atom of the nitrile.

Organometallics published new progress about Activation enthalpy. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fernando Gomollon-Bel published the artcileShaking up industrial chemistry, Formula: C8H4N2, the main research area is review mechanochem industrial chem.

Grinding stuff is probably one of the oldest ways to run a chem. reaction. For example, in the fourth century BCE, people extracted mercury from cinnabar by grinding the mineral with vinegar in copper bowls. Later, as the chem. industry developed in the 19th century, the German chem. company, BASF, used giant mills called muhlenbetriebe to grind materials into synthetic organic dyes. Factory workers would load a ball mill′s large cylindrical drum with starting material and metal balls. The balls would grind the materials as the drum spun. One of the dyes made in these mills was Heliogen blue, an intense sapphire dye made by crumbling copper chloride and phthalonitrile. “”It is a really old example of a mechanochem. reaction, run without a solvent in a ball mill kiln,”” Martin Viertelhaus, a principal scientist at BASF, said at the “”Mechanochem. Meets Industry”” online workshop in Feb. 2021. In recent decades, Mechanochem. offers a greener way to make mols., but chemists need to scale it up for industry. Researchers at MOF Technologies work with extruders to use mechanochem. to develop new materials.

Chemical & Engineering News published new progress about Grinding (machining). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Formula: C8H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lee, Jaewoon published the artcileOne-pot bifunctionalization of silica nanoparticles conjugated with bioorthogonal linkers: application in dual-modal imaging, Computed Properties of 100-70-9, the main research area is nanosilica bioorthogonal linker fluorescence tomog imaging.

Covalent surface modification of silica nanoparticles (SNPs) offers great potential for the development of multimodal nanomaterials for biomedical applications. Herein, we report the synthesis of covalently conjugated bifunctional SNPs and their application to in vivo multimodal imaging. Bis(methallyl)silane 15 with cyclopropene and maleimide, designed as a stable bifunctional linker, was efficiently synthesized by traceless Staudiger ligation, and subsequently introduced onto the surface of monodispersed SNPs via Sc(OTf)3-catalyzed siloxane formation. The bifunctional linker-grafted SNP 20 underwent both thiol-conjugated addition and tetrazine cycloaddition in one pot. Finally, positron emission tomog./computed tomog. and fluorescence imaging study of dual functional SNP [125I]28 labeled with NIR dye and 125I isotope showed a prolonged circulation in mice, which is conducive to the systemic delivery of therapeutics.

Biomaterials Science published new progress about Fluorescence imaging. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Huang, Yunsheng published the artcileSynthesis of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole analogues and their binding affinities for dopamine D2 and D3 receptors, Name: 2,3-Dimethoxybenzonitrile, the main research area is imidazolemethanamine dimethoxyphenyl bromodimethoxyphenyl preparation dopamine receptor; imidazolylmethyl methoxyisoquinoline preparation dopamine receptor.

A series of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole derivatives was prepared and their affinity for dopamine D2 and D3 receptors was measured using in vitro binding assays. Several oxadiazole analogs were also prepared and tested for their affinity for dopamine D2 and D3 receptors. The results of receptor binding studies indicated that the incorporation of an imidazole moiety between the Ph ring and the basic nitrogen did not significantly increase the selectivity for dopamine D3 receptors, whereas the incorporation of an oxadiazole at the same region resulted in a total loss of affinity for both dopamine receptor subtype binding sites. The most selective compound in this series is 6,7-dimethoxy-2-[[2-(2,3-dimethoxyphenyl)-1H-imidazol-4-yl]methyl]-1,2,3,4-tetrahydroisoquinoline, which has a D3 receptor affinity of 21 nM and a 7-fold selectivity for D3 vs. D2 receptors. The binding affinity for σ1 and σ2 receptors was also measured, and the results showed that several analogs were selective σ1 receptor ligands.

Bioorganic & Medicinal Chemistry published new progress about Dopamine antagonists. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Al-Hamdany, Raad published the artcileDiels-Alder reaction of o-benzoquinone, Product Details of C9H9NO2, the main research area is Diels Alder benzoquinone cyclopentadiene; regiochemistry Diels Alder benzoquinone.

Diels-Alder reaction between o-benzoquinones carrying an electron withdrawing group at position 3 and cyclopentadiene are reported. In these reactions the quinone behaves as a dienophile, but afforded a monoadduct I (R = CHO, COMe, CN, CO2Me, COPh), which resulted from the addition of cyclopentadiene abnormally to the unsubstituted side of the quinone.

Journal of the Iraqi Chemical Society published new progress about Diels-Alder reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shekhovtsov, Nikita A. published the artcileA 1-Hydroxy-1H-imidazole ESIPT Emitter Demonstrating anti-Kasha Fluorescence and Direct Excitation of a Tautomeric Form, Safety of Picolinonitrile, the main research area is hydroxy imidazole preparation fluorescence crystal structure ESIPT; computational chemistry; heterocycles; hydrogen bonds; photochemistry; tautomerism.

The ability of 1-hydroxy-1H-imidazoles to exist in the form of two prototropic tautomers, the N-hydroxy and the N-oxide forms, can be utilized in the design of new types of ESIPT-fluorophores (ESIPT=excited state intramol. proton transfer). Here we report the first example of 1-hydroxy-1H-imidazole-based ESIPT-fluorophores, 1-hydroxy-5-methyl-2,4-di(pyridin-2-yl)-1H-imidazole (HL), featuring a short intramol. hydrogen bond O-H···N (O···N 2.56 Å) as a pre-requisite for ESIPT. The emission of HL originates from the anti-Kasha S2→S0 fluorescence in the N-oxide form as a result of a large S2-S1 energy gap slowing down the S2→S1 internal conversion. Due to an energy barrier between the N-hydroxy and N-oxide forms in the ground state, the HL mols. can be trapped and photoexcited in the N-oxide form leading to the Stokes shift of ca. 60 nm which is the smallest among known ESIPT-fluorophores.

ChemPlusChem published new progress about Conical intersection. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kukhta, Nadzeya A. published the artcileRevealing resonance effects and intramolecular dipole interactions in the positional isomers of benzonitrile-core thermally activated delayed fluorescence materials, Formula: C7H6N2, the main research area is dimethylacridin benzonitrile resonance dipole interaction fluorescence crystal structure.

We report on the properties of the three positional isomers of (2,7-di-tert-butyl-9,9-dimethylacridin-10(9H)-yl)benzonitrile, which are found to have comparable donor steric environments and donor-acceptor dihedral angles. An unexpected intramol. dipole interaction imparts a unique mol. geometry to the ortho-linked isomer, while comparison of the meta- and para-isomers uncovers how positional differences in acceptor strengths (a consequence of differences in aromatic π-system electron d.) lead to very different triplet harvesting and emission properties. These positional-isomer effects on TADF follow the well-known aromatic directing rules from organic synthesis, in keeping with their common origin arising from contributions of multiple electronic resonance structures. Understanding these positional effects and methods of dihedral control is critical to the future design of efficient TADF emitters.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Bond angle, dihedral. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fukushima, Naoki published the artcileSynthesis of a photocontrollable hydrogen sulfide donor using ketoprofenate photocages, Formula: C16H13NO, the main research area is photocontrollable hydrogen sulfide donor ketoprofenate photocage.

We report the design, synthesis and application of a directly photocontrollable hydrogen sulfide (H2S) donor, which releases H2S proportionally to the intensity and duration of photoirradiation Photocontrolled H2S release from this donor was also demonstrated in bovine serum. This H2S donor should be suitable for use in various biol. systems.

Chemical Communications (Cambridge, United Kingdom) published new progress about Blood serum (bovine). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bergeron, Raymond J. published the artcilePartition-Variant Desferrithiocin Analogues: Organ Targeting and Increased Iron Clearance, Formula: C9H9NO2, the main research area is desferrithiocin analog organ targeting iron clearance.

Altering the lipophilicity (log Papp) of desferrithiocin analogs can change the organ distribution of the chelators and lead to enhanced iron clearance. For example, alkylation of (S)-2-(2,4-dihydroxyphenyl)-4,5-dihydro-4-methyl-4-thiazolecarboxylic acid [(S)-4′-(HO)-DADFT] and its analogs to more lipophilic compounds, such as (S)-4,5-dihydro-2-(2-hydroxy-4-methoxyphenyl)-4-methyl-4-thiazolecarboxylic acid [(S)-4′-(CH3O)-DADFT], provides ligands that achieved between a 3- and 8-fold increase in chelator concentrations in the heart, liver, and pancreas (the organs most at risk in iron-overload disease) of treated rodents. The 4′-O-methylated compounds are demethylated to their hydroxylated counterparts in rodents; furthermore, this O-demethylation takes place in both rodent and human liver microsomes. The relationship between chelator lipophilicity and iron-clearing efficacy in the iron-overloaded Cebus apella primate is further underscored by a comparison of the iron-clearing efficiency of (S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-4-methyl-4-thiazolecarboxylic acid [(S)-3′-(HO)-DADFT] and its 3′-(CH3O) counterpart. Finally, these DFT analogs are shown to be both inhibitors of the iron-mediated oxidation of ascorbate as well as effective radical scavengers.

Journal of Medicinal Chemistry published new progress about Biological transport. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Moradi, Parisa published the artcileFabricated copper catalyst on biochar nanoparticles for the synthesis of tetrazoles as antimicrobial agents, Computed Properties of 91-15-6, the main research area is copper catalyst biochar nanoparticle tetrazole synthesis antimicrobial activity.

Biochar is a carbon-rich solid which its surface was covered by high d. of carbonyl, hydroxyl and carboxylic acid functional groups. In this work, biochar nanoparticles were prepared from pyrolysis of chicken manure and further a new copper catalyst was supported on its surface (Cu-TBA@biochar) as reusable and environmental biocatalyst. The structure of this catalyst has been characterized by SEM, EDS, WDX, XRD, TGA, N2 adsorption-desorption isotherms, FT-IR and AAS techniques. SEM images of this catalyst demonstrate that particle size is less than 100 nm in diameter The catalytic activity of this nanocatalyst was studied in the synthesis of tetrazole derivatives Tetrazole products were obtained in high TOF and TON values in the presence of Cu-ABA@biochar, which indicate the high efficiency of this catalyst. The biol. activity of obtained tetrazoles was screened against several Gram-pos. & Gram-neg. bacteria strains which these compounds were found to possess promising activity. This catalyst was reused for several runs without significant loss of its catalytic activity or copper leaching. Also, recovered catalyst was characterized by SEM, FT-IR, AAS and N2 adsorption-desorption isotherms. Heterogeneity and stability of this nanocatalyst was confirmed by hot filtration test and reusing of catalyst.

Polyhedron published new progress about Antimicrobial agents. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Computed Properties of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts