Category: imidazoles-derivatives

Bezzubov, Stanislav I. published the artcileIridium(III) 2-Phenylbenzimidazole Complexes: Synthesis, Structure, Optical Properties, and Applications in Dye-Sensitized Solar Cells, Name: 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is European Journal of Inorganic Chemistry (2016), 2016(3), 347-354, database is CAplus.

Bis-cyclometalated Ir(III) complexes, [Ir(LH)₂(H₂dcbpy)][PF₆] (1), [Ir(LMe)₂(H₂dcbpy)][PF₆] (2), and [Ir(LPh)₂(H₂dcbpy)][PF₆] (3), where LH = 1-H-2-phenylbenzimidazole, LMe = 1-methyl-2-phenylbenzimidazole, LPh = 1,2-diphenylbenzimidazole, and H₂dcbpy = 2,2′-bipyridine-4,4′-dicarboxylic acid, was synthesized and fully characterized by elemental anal., ¹H and ³¹P NMR spectroscopy, mass spectrometry, and single-crystal x-ray anal. The complexes show strong luminescence in the yellow-orange region in EtOH at room temperature (quantum yield is up to 22 %), and absorb light up to 550 nm with molar absorptivities of 1500-2000 M^-1 cm^-1. Complexes 1 and 2 possess very similar optical properties, whereas the introduction of the Ph ring (complex 3) causes a hypsochromic shift (≈ 30 nm) of the luminescent maximum as well as resulting in an almost 50% increase in the extinction coefficient at 490 nm compared with 1 and 2. A dye-sensitized solar cell (DSSC) based on complex 3 exhibits a short-circuit photocurrent of 2.8 mA cm^-2, an open-circuit photovoltage of 0.44 V, and a power conversion efficiency of 0.7%.

European Journal of Inorganic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Name: 1,2-Diphenyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Harsagi, Nikoletta published the artcileSynthesis of Cyclic Phosphinates by Microwave-Assisted Ionic-Liquid-Promoted Alcoholysis, SDS of cas: 79917-90-1, the publication is Synthesis (2022), 54(17), 3899-3905, database is CAplus.

1-Alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF ₆]-catalyzed transesterification of the corresponding Me or Et esters. The alcoholyzes studied represent another case, where MW irradiation has had a crucial role on the reaction. The method developed is an alternative possibility to other esterifications starting from the corresponding phosphinic chlorides and acids.

Synthesis published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, SDS of cas: 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Wessels, Alina published the artcileFormation of Breslow Intermediates from N-Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal, HPLC of Formula: 258278-25-0, the publication is Angewandte Chemie, International Edition (2022), 61(23), e202117682, database is CAplus and MEDLINE.

Under aprotic conditions, the stoichiometric reaction of N-heterocyclic carbenes (NHCs) such as imidazolidin-2-ylidenes with aldehydes affords Breslow Intermediates (BIs), involving a formal 1,2-C-to-O proton shift. We herein report kinetic studies (NMR), complemented by DFT calculations, on the mechanism of this kinetically disfavored H-translocation. Variable time normalization anal. (VTNA) revealed that the kinetic orders of the reactants vary for different NHC-to-aldehyde ratios, indicating different and ratio-dependent mechanistic regimes. We propose that for high NHC-to-aldehyde ratios, the H-shift takes place in the primary, zwitterionic NHC-aldehyde adduct. With excess aldehyde, the zwitterion is in equilibrium with a hemiacetal, in which the H-shift occurs. In both regimes, the critical H-shift is auto-catalyzed by the BI. Kinetic isotope effects observed for R-CDO are in line with our proposal. Furthermore, we detected an H-bonded complex of the BI with excess NHC (NMR).

Angewandte Chemie, International Edition published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C8H11NO, HPLC of Formula: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhukhovitskiy, Aleksandr V. published the artcileMigratory Insertion of Carbenes into Au(III)-C Bonds, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Journal of the American Chemical Society (2018), 140(1), 466-474, database is CAplus and MEDLINE.

Migratory insertion of carbon-based species into transition-metal-carbon bonds is a mechanistic manifold of vast significance: it underlies the Fischer-Tropsch process, Mizoroki-Heck reaction, Ziegler-Natta and analogous late-transition-metal-catalyzed olefin polymerizations, and a number of carbonylative methods for the synthesis of ketones and esters, among others. Although this type of reactivity is well-precedented for most transition metals, gold constitutes a notable exception, with virtually no well-characterized examples known to date. Yet, the complementary reactivity of gold to numerous other transition metals would offer new synthetic opportunities for migratory insertion of carbon-based species into gold-carbon bonds. Here we report the discovery of well-defined Au(III) complexes that participate in rapid migratory insertion of carbenes derived from silyl- or carbonyl-stabilized diazoalkanes into Au-C bonds at temperatures ≥ -40 °C. Through a combined theor. and exptl. approach, key kinetic, thermodn., and structural details of this reaction manifold were elucidated. This study paves the way for homogeneous gold-catalyzed processes incorporating carbene migratory insertion steps.

Journal of the American Chemical Society published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C17H14N2O2, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhi, Hui published the artcileOccurrence and spatiotemporal dynamics of pharmaceuticals in a temperate-region wastewater effluent-dominated stream: variable inputs and differential attenuation yield evolving complex exposure mixtures, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Environmental Science & Technology (2020), 54(20), 12967-12978, database is CAplus and MEDLINE.

Effluent-dominated streams are becoming increasingly common in temperate regions and generate complex pharmaceutical mixture exposure conditions that may impact aquatic organisms via drug-drug interactions. Here, we quantified spatiotemporal pharmaceutical exposure concentrations and composition mixture dynamics during baseflow conditions at four sites in a temperate-region effluent-dominated stream (upstream, at, and progressively downstream from effluent discharge). Samples were analyzed monthly for 1 yr for 109 pharmaceuticals/degradates using a comprehensive U.S. Geol. Survey anal. method and biweekly for 2 years focused on 14 most common pharmaceuticals/degradates. We observed a strong chem. gradient with pharmaceuticals only sporadically detected upstream from the effluent. Seventy-four individual pharmaceuticals/degradates were detected, spanning 5 orders of magnitude from 0.28 to 13 500 ng/L, with 38 compounds detected in >50% of samples. “Biweekly” compounds represented 77 ± 8% of the overall pharmaceutical concentration The antidiabetic drug metformin consistently had the highest concentration with limited instream attenuation. The antihistamine drug fexofenadine inputs were greater during warm- than cool-season conditions but also attenuated faster. Differential attenuation of individual pharmaceuticals (i.e., high = citalopram; low = metformin) contributed to complex mixture evolution along the stream reach. This research demonstrates that variable inputs over multiple years and differential instream attenuation of individual compounds generate evolving complex mixture exposure conditions for biota, with implications for interactive effects.

Environmental Science & Technology published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C7H6Cl2O, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Jiangjun published the artcileNickel-Catalyzed Intramolecular Desulfitative C-N Coupling: A Synthesis of Aromatic Amines, Synthetic Route of 258278-25-0, the publication is Journal of Organic Chemistry (2020), 85(8), 5702-5711, database is CAplus and MEDLINE.

A nickel-catalyzed intramol. C-N coupling reaction via SO₂ extrusion was presented. The use of a catalytic amount of BPh₃ allowed the transformation to take place under much milder conditions (60°C) than previously reported C-N coupling reactions by CO or CO₂ extrusion (160-180°C). In addition, this method displayed good functional group tolerance and versatility, as it can be applied to the synthesis of dialkyl aryl amines, alkyl diaryl amines and triaryl amines. The robustness of the desulfitative C-N coupling was demonstrated by three high-yielding gram-scale reactions.

Journal of Organic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Synthetic Route of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhang, Zeyu published the artcileSynthesis of renewable soybean protein and acrylate copolymers via ATRP in ionic liquid, COA of Formula: C8H15ClN2, the publication is Industrial Crops and Products (2022), 114720, database is CAplus.

In this paper, acrylate and glycidyl methacrylate (GMA) were grafted onto the main chain of soy protein isolate (SPI) in 1-butyl-2,3-dimethylimidazole chloride ionic liquid ([BDMIM][Cl]), to prepare a renewable soy protein graft copolymer via atom transfer radical polymerization (ATRP). The effect of unfolding degree of soy protein structure on pretreated SPI was studied via Fourier-transform IR spectroscopy (FT-IR), hydrogen NMR spectroscopy (¹ H NMR), surface tension (ST) and contact angle (CA) measurements. The results of FT-IR, ¹ H NMR and energy dispersive spectrometry (EDS) indicated the successful synthesis of 2-bromoisobutyryl-functionalized SPI. The anal. of FT-IR and ¹H NMR spectra showed that the soybean protein graft copolymer was successfully synthesized. In addition, the grafting of acrylate onto soybean protein enhanced the hydrophobicity of the copolymer, and the static contact angle was above 90°. Differential scanning calorimetry (DSC) anal. revealed that the thermal stability of pretreated SPI was reduced. The new glass transition temperature in the copolymers also proved the successful synthesis of the copolymers. The tensile strength of the carbon fiber multifilament infiltrated with the copolymers was improved, indicating their potential application in the reinforcement of carbon fiber material.

Industrial Crops and Products published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C11H7ClFNO3, COA of Formula: C8H15ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhang, Gaopeng published the artcilePalladium-catalyzed allylic alkylation reaction of α-substituted benzyl nitriles with branched allyl carbonates, Application In Synthesis of 258278-25-0, the publication is Youji Huaxue (2020), 40(10), 3399-3409, database is CAplus.

Pd-catalyzed allylic alkylation reaction of α-substituted benzyl nitriles with branched allyl carbonates in the presence of bulkier N-heterocyclic carbene ligand was reported, which provided the corresponding allylated products in good yield with high regio- and diastereo-selectivity.

Youji Huaxue published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C15H24O2, Application In Synthesis of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Van Gyseghem, E. published the artcileOrthogonality and similarity within silica-based reversed-phased chromatographic systems, Application In Synthesis of 2508-72-7, the publication is Journal of Chromatography A (2005), 1074(1-2), 117-131, database is CAplus and MEDLINE.

The starting point of this study was a current set of 32 chromatog. systems used to select initial conditions for method development to determine the impurity profile of a drug. The system exhibiting the best selectivity is then selected for further method development. In this current set eight silica-based phases are applied in conjunction with four mobile phases at different pH. In order to save time and resources, the possibilities for a meaningful subset selection were investigated. The most differing systems in terms of selectivity, in other words only the most orthogonal systems, need to be selected. Since the stationary phases are all silica-based, the selectivity differences are examined within a more homogeneous group than if, for instance, also zirconia- or polymer-based columns would be involved. To select the subset of systems also the best overall separation performances are taken into account. The selection is based both on the HPLC-DAD data of a generic set of 68 drugs, and on the LC-MS-DAD results for a mixture of 15 drugs, less different in structure. The orthogonality was evaluated using weighted-average-linkage dendrograms and color maps, both created from the Pearson-correlation coefficients r between normalized retention times τ. The Derringer’s desirability functions are applied to define the systems with the best overall separation performances. Proposals for different representative subsets of the initial 32 systems are made.

Journal of Chromatography A published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C9H20Cl2Si, Application In Synthesis of 2508-72-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Estiarte, M. Angels published the artcile2-Amino-5-arylbenzoxazole derivatives as potent inhibitors of fatty acid amide hydrolase (FAAH), Recommanded Product: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is MedChemComm (2012), 3(5), 611-619, database is CAplus.

2,5-Disubstituted benzoxazole derivatives were evaluated for their ability to inhibit hFAAH. Structure-activity studies indicated that an isoindoline group at the 2-position of the benzoxazole ring gave rise to particularly potent inhibitors. Further refinement resulted in compounds, such as 50, with low nanomolar potencies against hFAAH. Preliminary biochem. experiments revealed that model benzoxazole FAAH inhibitors inhibited the enzyme in a manner consistent with a reversible mechanism. Addnl., the species dependency of FAAH inhibition was measured. Of the species tested, inhibition of rabbit FAAH, but not rat and guinea pig FAAH, appeared to show close alignment to human FAAH. These results may suggest similarities between the active sites of the FAAH enzyme for these two species, and may also suggest that rabbit could be a viable species with which to conduct preclin. testing with benzoxazole FAAH inhibitors.

MedChemComm published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Recommanded Product: Imidazo[1,2-a]pyridine-6-boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem