Tag: M.W=100-150

Liu, Yuanhua published the artcileEfficient Access to Chiral 2-Oxazolidinones via Ni-Catalyzed Asymmetric Hydrogenation: Scope Study, Mechanistic Explanation, and Origin of Enantioselectivity, HPLC of Formula: 100-70-9, the main research area is oxazolidinone preparation enantioselective; oxazolone hydrogenation nickel catalyst.

Cheap transition metal Ni-catalyzed asym. hydrogenation of 2-oxazolones I (R = Me, Ph, thiophen-3-yl, etc.) was successfully developed, which provided an efficient synthetic strategy to prepare various chiral 2-oxazolidinones II with 95%-99% yields and 97%->99% ee. The gram-scale hydrogenation could be proceeded well with >99% ee in the presence of low catalyst loading (up to 3350 TON). This Ni-catalyzed hydrogenation protocol demonstrated great synthetic utility, and the chiral 2-oxazolidinone product II was easily converted to a variety of other important mols. in good yields and without loss of ee values, such as chiral dihydrothiophene-2(3H)-thione, amino alc., oxazoline ligand, and allenamide. Moreover, a series of deuterium labeling experiments, control experiments, and DFT calculations were conducted to illustrate a reasonable catalytic mechanism for this Ni-catalyzed asym. hydrogenation, which involved a tautomerization between the enamine and its isomer imine and then went through asym. 1,2-addition of Ni(II)-H to the preferred imine.

ACS Catalysis published new progress about Density functional theory, B3LYP. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Henschel, Henning published the artcileTheoretical Infrared Spectra: Quantitative Similarity Measures and Force Fields, Quality Control of 100-70-9, the main research area is IR spectrum similarity force field database.

IR spectroscopy can provide significant insight into the structures and dynamics of mols. of all sizes. The information that is contained in the spectrum is, however, often not easily extracted without the aid of theor. calculations or simulations. We present here the calculation of the IR spectra of a database of 703 gas phase compounds with four different force fields (CGenFF, GAFF-BCC, GAFF-ESP, and OPLS) using normal-mode anal. Modern force fields increasingly use virtual sites to describe, e.g., lone-pair electrons or the σ-holes on halogen atoms. This requires some adaptation of code to perform normal-mode anal. of such compounds,the implementation of which into the GROMACS software is briefly described as well. For the quant. comparison of the obtained spectra with exptl. reference data, we discuss the application of two different statistical correlation coefficients, Pearson and Spearman. The advantages and drawbacks of the different methods of comparison are discussed, and we find that both methods of comparison give the same overall picture, showing that present force field methods cannot match the performance of quantum chem. methods for the calculation of IR spectra.

Journal of Chemical Theory and Computation published new progress about Alcohols Role: PRP (Properties). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Quality Control of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zakharchenko, Borys V. published the artcileNew palladium(II) complexes with 3-(2-pyridyl)-5-alkyl-1,2,4-triazole ligands as recyclable C-C coupling catalysts, Safety of Picolinonitrile, the main research area is palladium pyridylalkyltriazole complex preparation crystal mol structure; nitroaldol Henry reaction catalyst palladium pyridylalkyltriazole complex preparation; microwave assisted Suzuki Miyaura catalyst palladium pyridylalkyltriazole complex preparation.

A series of palladium(II) complexes with 3-(2-pyridyl)-5R-1,2,4-triazoles Pd(LR)2 (R = Et (4a), Pr (4b), i-Pr (4c) and t-Bu (4d)) have been synthesized and characterized by NMR, IR, UV-vis spectroscopy, ESI and MALDI-TOF mass spectrometry. Single-crystal x-ray diffraction study of 4a-d revealed a square-planar coordination geometry, in which the N^N chelating monoanionic ligands adopt a trans-configuration around Pd(II) and show notable intraligand C-H···N hydrogen bonding within the complex. The solid state emission and excitation spectra of 4a-d showed vibronic structure of the spectra at room temperature The TG/DTA curves of 4a-c revealed that the complexes are stable up to ca. 250°, whereas 4d starts to decompose at 230°. Compounds 4a-d efficiently catalyze the nitroaldol (Henry) reaction of benzaldehyde with nitroethane in water, methanol and ethanol with appreciable diastereoselectivity in favor of the syn-isomer (syn : anti up to 81 : 19). In addition, 4a-d catalyze the microwave-assisted Suzuki-Miyaura cross-coupling reaction of bromoanisole with Ph boronic acid, in the presence of a base. Moreover, these heterogeneous catalysts can be recovered and reused without losing activity for several consecutive cycles.

New Journal of Chemistry published new progress about Aldol condensation (nitroaldol). 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

Wang, Chang-Sheng published the artcileCobalt-catalyzed intermolecular [2 + 2 + 2] cycloaddition of nitriles and alkynes: facile synthesis of polyarylpyridines and their mechanochemical cyclodehydrogenation to nitrogen-containing polyaromatics, Name: Picolinonitrile, the main research area is arylpyridine synthesis cobalt catalyzed cycloaddition nitrile alkyne mechanochem cyclodehydrogenation; nitrile alkyne cobalt catalyst cycloaddition reductive cyclodehydrogenation DFT; polyarylpyridine preparation; cycloaddition; homogeneous catalysis; mechanochemistry; polycyclic aromatic compounds; pyridines.

The transition-metal-catalyzed [2+2+2] cycloaddition of nitriles and alkynes is an established synthetic approach to pyridines; however, these cycloadditions often rely on the use of tethered diynes or cyanoalkynes as one of the reactants. Thus, examples of efficient, fully intermol. catalytic [2+2+2] pyridine synthesis, especially those employing unactivated nitriles and internal alkynes leading to pentasubstituted pyridines, remain scarce. Herein, we report on simple and inexpensive catalytic systems based on cobalt(II) iodide, 1,3-bis(diphenylphosphino)propane, and Zn that promote [2+2+2] cycloaddition of various nitriles and diarylacetylenes for the synthesis of a broad range of polyarylated pyridines. DFT studies support a reaction pathway involving oxidative coupling of two alkynes, insertion of the nitrile into a cobaltacyclopentadiene, and C-N reductive elimination. The resulting tetra- and pentaarylpyridines serve as precursors to hitherto unprecedented nitrogen-containing polycyclic aromatic hydrocarbons via mechanochem. assisted multifold reductive cyclodehydrogenation. Transition metal-catalyzed [2 + 2 + 2] cycloaddition of nitriles and alkynes has been extensively developed as a straightforward and atom-economical synthetic approach to pyridines over the last several decades using various transition metal catalysts, both precious and non-precious. Despite this long history, cycloadditions of this type have often relied on the use of tethered diyne or cyanoalkyne as one of the reactants. Thus, examples of efficient, fully intermol. catalytic [2 + 2 + 2] pyridine synthesis, especially those employing unactivated nitriles and internal alkynes leading to pentasubstituted pyridines, remain scarce. Herein, we report on simple and inexpensive catalytic systems based on cobalt(II) iodide, 1,3-bis(diphenylphosphino)propane, and Zn that promote [2 + 2 + 2] cycloaddition of various nitriles and diarylacetylenes without using a large excess of the nitrile. The present systems allow for the synthesis of broad range of polyarylated pyridines, many of which have not been previously accessed by the [2 + 2 + 2] manifold. Computational studies have supported a reaction pathway involving oxidative coupling of two alkynes, insertion of the nitrile into cobaltacyclopentadiene, and C-N reductive elimination, while shedding light on stepwise nature of the oxidative coupling and insertion processes. We also demonstrate that tetra- and pentaarylpyridines can serve as precursors to hitherto unprecedented nitrogen-containing polycyclic aromatic hydrocarbons via mechanochem. assisted multifold reductive cyclodehydrogenation.

Angewandte Chemie, International Edition published new progress about [2+2+2] Cycloaddition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Name: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Formenti, Dario published the artcileA State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation, Application of Picolinonitrile, the main research area is cobalt doped carbon metal oxide catalyst preparation surface area; nitrile cobalt doped carbon metal oxide catalyst hydrogenation; amines; cobalt; heterogeneous catalysis; hydrogenation; magnesium oxide.

Cobalt-doped hybrid materials consisting of metal oxides and carbon derived from chitin were prepared, characterized and tested for industrially relevant nitrile hydrogenations. The optimal catalyst supported onto MgO showed, after pyrolysis at 700°C, magnesium oxide nanocubes decorated with carbon-enveloped Co nanoparticles. This special structure allows for the selective hydrogenation of diverse and demanding nitriles to the corresponding primary amines under mild conditions (e.g. 70°C, 20 bar H2). The advantage of this novel catalytic material is showcased for industrially important substrates, including adipodinitrile, picolinonitrile, and fatty acid nitriles. Notably, the developed system outperformed all other tested com. catalysts, for example, Raney Nickel and even noble-metal-based systems in these transformations.

Chemistry – A European Journal published new progress about Adiabatic ionization potential. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Formenti, Dario published the artcileA State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation, Product Details of C7H6N2, the main research area is cobalt doped carbon metal oxide catalyst preparation surface area; nitrile cobalt doped carbon metal oxide catalyst hydrogenation; amines; cobalt; heterogeneous catalysis; hydrogenation; magnesium oxide.

Cobalt-doped hybrid materials consisting of metal oxides and carbon derived from chitin were prepared, characterized and tested for industrially relevant nitrile hydrogenations. The optimal catalyst supported onto MgO showed, after pyrolysis at 700°C, magnesium oxide nanocubes decorated with carbon-enveloped Co nanoparticles. This special structure allows for the selective hydrogenation of diverse and demanding nitriles to the corresponding primary amines under mild conditions (e.g. 70°C, 20 bar H2). The advantage of this novel catalytic material is showcased for industrially important substrates, including adipodinitrile, picolinonitrile, and fatty acid nitriles. Notably, the developed system outperformed all other tested com. catalysts, for example, Raney Nickel and even noble-metal-based systems in these transformations.

Chemistry – A European Journal published new progress about Adiabatic ionization potential. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Aboushady, Dina published the artcileNovel 2,4-disubstituted quinazoline analogs as antibacterial agents with improved cytotoxicity profile: Optimization of the 2,4-substituents, Product Details of C7H6N2, the main research area is disubstituted quinazoline preparation antibacterial agent improved cytotoxicity profile; Antibacterial; Antimycobacterial; Bacterial resistance; Cytotoxicity; Quinazoline.

The emergence of bacterial resistance has triggered a multitude of efforts to develop new antibacterial agents. There are many compounds in literature that were reported as potent antibacterial agents, however, they lacked the required safety to mammalian cells or no clear picture about their toxicity profile was presented. Inspired by discovered hit from our inhouse library and by previously reported 2,4-diaminosubstituted quinazolines, we describe the design and synthesis of novel 2,4-disubstituted-thioquinazolines (3-13 and 36), 2-thio-4-amino substituted quinazolines (14-33) and 6-substituted 2,4-diamonsubstituted quinazolines (37-39). The synthesized compounds showed potent antibacterial activity against a panel of Gram-pos., efflux deficient E.coli and Mycobacterium smegmatis. The panel also involved resistant strains including methicillin-resistant Staphylococcus aureus, penicillin-resistant Streptococcus pneumoniae, vancomycin-resistant Enterococcus faecalis and vancomycin-resistant Enterococcus faecium, in addition to Mycobacterium smegmatis. The newly synthesized compounds revealed MIC values against the tested strains ranging from 1 to 64 μg/mL with a good safety profile. Most of the 2-thio-4-amino substituted-quinazolines showed significant antimycobacterial activity with the variations at position 2 and 4 offering addnl. antibacterial activity against the different strains. Compared to previously reported 2,4-diaminosubstituted quinazolines, the bioisosteric replacement of the 2-amino with sulfur offered a successful approach to keep the high antibacterial potency while substantially improving safety profile as indicated by the reduced activity on different cell lines and a lack of hemolytic activity.

Bioorganic Chemistry published new progress about Antibacterial agent resistance. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Becker, Yanik published the artcileA gas-phase study on the cyclometallation of a series of Cp*Ir(III) complexes bearing bidentate pyrimidine ligands, Application of Picolinonitrile, the main research area is bidentate pyrimidine pentamethylcyclopentadienyl iridium preparation gas phase study; cyclometalation bidentate pyrimidine ligand pentamethylcyclopentadienyl iridium chloride.

A concerted approach of synthesis and gas phase experiments characterizes the relative cyclometallation barriers of a series of cationic η5-Cp* iridium(III) compounds The common feature of the investigated compounds is a bidentate N,N’-donor ligand possessing a pyridine site functionalized with a 5-butylpyrimidin-2-yl ring in the 2-position. In addition, the pyridine ring was functionalized with electron-donating or -withdrawing groups. The compounds were characterized by NMR and IR spectroscopy and elemental anal. For the measurements of the relative barriers of the cyclometallation, collision-induced dissociation (CID) experiments were carried out, which revealed a clear dependence of the relative barriers from the nature and the position of the substituents at the pyridine ring could be worked out.

Journal of Organometallic Chemistry published new progress about Collision-induced dissociation. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Grant, Trevor M. published the artcileStraightforward and Relatively Safe Process for the Fluoride Exchange of Trivalent and Tetravalent Group 13 and 14 Phthalocyanines, Quality Control of 91-15-6, the main research area is preparation aluminum gallium trivalent silicon germanium tetravalent phthalocyanine fluoro; cyclic voltammetry aluminum gallium trivalent silicon germanium tetravalent phthalocyanine; thermal decomposition aluminum gallium trivalent silicon germanium tetravalent phthalocyanine.

To avoid the use of hydrofluoric acid, a series of fluorinated trivalent and tetravalent metal containing phthalocyanines (I, II: MPcs) were synthesized using a straightforward one-step halide substitution process using CsF as the fluoride source and in reflux in DMF for less than an hour. The resulting fluoro-MPcs were phys. characterized and compared to the parent chloro-MPcs. In some cases, very little change in properties were observed between the fluoro MPc and the chloro MPc. In other cases, such as F-AlPc, a blue shift in the absorbance characteristics and an increase in oxidation and reduction potential of as much as 0.22 V was observed compared to the chloro derivative Thermo gravimetric anal. (TGA) was performed on all halo-MPcs indicating a change in mass loss profile with heating temperature indicating that the choice of halo substitution on the axial position can have an effect on the decomposition or sublimation temperature of the final compound After initial establishment and characterization of the fluoro-MPcs, the halide substitution reaction of F2-SiPc was further explored by scaling the reaction up to a gram scale as well as considering TBAF as addnl. safe fluoride source. The scaled-up reactions producing F2-SiPc using CsF and TBAF as fluoride exchange sources were successfully reproducible resulting in reaction yields of 100% and 73%, resp. Both processes led to pure final products but CsF, as the fluoride exchange reagent, appears to be the superior reaction process as it has a much higher yield.

ACS Omega published new progress about Electrochemical redox reaction. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Quality Control of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Osman, Maged A. published the artcileNematogens for matrix-addressed twisted nematic displays. I, Safety of 4-Hydroxyisophthalonitrile, the main research area is liquid crystal twisted nematic display; electrooptical display liquid crystal; cyanophenyl ester liquid crystal display; fluorocyanophenylcyclohexane derivative liquid crystal; matrix addressed liquid crystal display.

Nematogens with small Δε/ε1 for matrix-addressed TN-displays were prepared The effect of introducing lateral cyano groups on the dielec. constants and the thermodn. stability of the mesophase of 4-cyanophenyl esters is described. Fluoro-4-trans-n-alkyl-4-cyanophenylcyclohexanes suitable for matrix addressing were prepared and the effect of the fluoro substituent on the clearing point was studied.

Molecular Crystals and Liquid Crystals published new progress about Electrooptical imaging devices. 34133-58-9 belongs to class nitriles-buliding-blocks, name is 4-Hydroxyisophthalonitrile, and the molecular formula is C8H4N2O, Safety of 4-Hydroxyisophthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts