Month: December 2022

Li, Xiangjun published the artcileThermo-Enhanced Photocatalytic Activity in Aerobic Oxidative Coupling of Amines to Imines over Cu-Doped MIL-125-NH₂, Product Details of C8H11NO, the publication is Asian Journal of Organic Chemistry (2021), 10(11), 2895-2901, database is CAplus.

Photocatalytic oxidation of raw organic mols. to value-added chems. provides a cost-effective and sustainable strategy in organic synthesis. In this work, a series of Cu-doped MIL-125-NH₂ with narrower band gaps were synthesized by a one-pot hydrothermal method and used as photocatalysts for thermo-enhanced aerobic oxidative coupling of amines to imines under visible light irradiation With optimal doping content, the conversion of benzylamine over MIL-125-NH₂/Cu_2% can reach 100% at 60°C under visible light irradiation for 8 h using mol. oxygen as oxidant. It is proved that doping MIL-125-NH₂ with a suitable Cu content can broaden the visible light absorption range, promote the separation of photo-induced charge carriers and improve the photocatalytic performance. Moreover, the increase of reaction temperature of the photocatalytic system promotes the performance. Free radical capture experiments and ESR tests show that holes and superoxide free radicals are the main active species. Such an excellent photocatalytic performance can be attributed to the strong light absorption and more efficient electron-hole separation efficiency via the Cu-doping strategy in MIL-125-NH₂ catalysts.

Asian Journal of Organic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kang, Qi-Kai published the artcileRhodium-Catalyzed Stereoselective Deuteration of Benzylic C-H Bonds via Reversible η⁶-Coordination, Recommanded Product: 2-Isopropylanisole, the publication is Angewandte Chemie, International Edition (2022), 61(11), e202117381, database is CAplus and MEDLINE.

Practical methods of benzyl H/D exchange of various substrates [such as 1-methoxy-2-methylbenzene, 2,3-dihydrobenzofuran, cyclohexylbenzene, 3-phenyl-1-piperidin-1-yl-butan-1-one, O-acetyl dapagliflozin, etc.] with primary, secondary, or tertiary C-H bonds have been reported through a reversible η⁶-coordination strategy. A doubly cationic [Cp^CF3Rh^III]²⁺ catalyst that serves as an arenophile facilitates deprotonation of inert benzylic hydrogen atoms (pK_a>40 in DMSO) without affecting other hydrogen atoms, such as those on aromatic rings or in α-positions of carboxylate groups. Notably, the H/D exchange reactions feature high stereoretention. The potential usefulness of this method has been demonstrated by its use in deuterium labeling of ten pharmaceuticals and their analogs.

Angewandte Chemie, International Edition published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Recommanded Product: 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Gang published the artcileInfluence of impurities in a methanol solvent on the epoxidation of propylene with hydrogen peroxide over titanium silicalite-1, Name: 2-Methoxypropan-1-ol, the publication is Catalysts (2020), 10(1), 15, database is CAplus.

The recycled methanol solvent of the HPPO (liquid-phase epoxidation of propylene and hydrogen peroxide to propylene oxide) process usually contains many kinds of trace impurities, such as fusel alc., aldehyde, ketone, ester, acetal, and amine. In this study, the influence of these impurities on the catalytic performance of titanium silicalite-1 (TS-1) in the liquid-phase epoxidation of propylene with H₂O₂ was investigated with a batch reactor and simulated methanol solvents. The results show that amine and acetone are the most hazardous impurities, as they could remarkably suppress the conversion of H₂O₂. Furthermore, competitive adsorption experiments and IR and UV-Raman spectroscopic studies indicate that the suppression effect of impurities on the catalytic activity of TS-1 can be attributed to the competitive adsorption of the impurities on the tetra-coordination framework Ti sites. With this funding, the suppression mechanism of different impurities in a methanol solvent on the catalytic activity of TS-1 in the liquid-phase epoxidation of propylene was discussed.

Catalysts published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C12H17NO2, Name: 2-Methoxypropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Gang published the artcileLiquid-Phase Epoxidation of Propylene with H₂O₂ over TS-1 Zeolite: Impurity Formation and Inhibition Study, Category: ethers-buliding-blocks, the publication is Industrial & Engineering Chemistry Research (2021), 60(32), 12109-12122, database is CAplus.

The liquid-phase epoxidation of propylene with H₂O₂ over titanium silicalite-1 (TS-1) zeolite was investigated in detail with a focus on the formation and inhibition of various trace impurities like acetaldehyde, propionaldehyde, acetone, hydroxyacetone, acetals, esters, etc. The results showed that the formation of trace impurities involved the transformation of propylene oxide (PO), its oxidation/isomerization/ring-opening (solvolysis and hydrolysis) byproducts, methanol solvent, and even propylene. Roughly speaking, the epoxidation conditions, viz., low temperature, short residence time, and slightly alk. reaction medium, that are beneficial to suppress the ring-opening byproducts of PO, were seen facilitating the inhibition of trace impurities as well. To lower the trace impurities via modification of the TS-1 catalyst, the hydrothermal modification of TS-1 with organic amines such as amino-2-propanol (MIPA) was attempted and its effectiveness was demonstrated. The TS-1 zeolite suitably modified by MIPA exhibited abundant Ti-OH groups (3672 cm^-1) together with remarkably decreased PO adsorption.

Industrial & Engineering Chemistry Research published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C9H7NO3, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Huang, Ming published the artcileRuthenium(II) complexes with N-heterocyclic carbene-phosphine ligands for the N-alkylation of amines with alcohols, Related Products of ethers-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2021), 19(15), 3451-3461, database is CAplus and MEDLINE.

Metal hydride complexes are key intermediates for N-alkylation of amines with alcs. by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcs. and the hydrogenation of imines. Herein we report ruthenium(II) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in the N-alkylated reaction via reactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex I·BArF^– with a Ph wingtip group and BArF^– counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70°C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcs. were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and d. functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selection via [Ru-H] species in this process.

Organic & Biomolecular Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lefever, Mark published the artcileStructural Requirements for CNS Active Opioid Glycopeptides, Category: ethers-buliding-blocks, the publication is Journal of Medicinal Chemistry (2015), 58(15), 5728-5741, database is CAplus and MEDLINE.

Glycopeptides related to β-endorphin penetrate the blood-brain barrier (BBB) of mice to produce antinociception. Two series of glycopeptides were assessed for opioid receptor binding affinity. Attempts to alter the mu-selectivity of [D-Ala²,N-MePhe⁴,Gly-ol⁵]enkephalin (DAMGO)-related glycopeptides by altering the charged residues of the amphipathic helical address were unsuccessful. A series of pan-agonists was evaluated for antinociceptive activity (55 °C tail flick) in mice. A flexible linker was required to maintain antinociceptive activity. CD in H₂O, trifluoroethanol (TFE), and SDS micelles confirmed the importance of the amphipathic helixes (11s â†?11sG â†?11) for antinociception. The glycosylated analogs showed only nascent helixes and random coil conformations in H₂O. Chem. shift indexes (CSI) and nuclear Overhauser effects (NOE) with 600 MHz NMR and CD confirmed helical structures in micelles, which were rationalized by mol. dynamics calculations Antinociceptive studies with mice confirm that these glycosylated endorphin analogs are potential drug candidates that penetrate the BBB to produce potent central effects.

Journal of Medicinal Chemistry published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tan, Hua published the artcileFacile preparation of N-doped graphitic carbon encapsulated nickel catalysts for transfer hydrogenolysis of lignin β-O-4 model compounds to aromatics, SDS of cas: 183303-74-4, the publication is Sustainable Energy & Fuels (2022), 6(11), 2745-2754, database is CAplus.

Herein, N-doped carbon embedded Ni catalysts were prepared by a co-impregnation method followed by pyrolysis in a N₂ atmosphere for transfer hydrogenolysis of lignin β-O-4 alc. and ketone model compounds using isopropanol as the hydrogen source. It was found that pyrolysis at 800°C resulted in the formation of graphitic N-doped carbon shell encapsulated Ni nanoparticles (Ni@NC-800). The obtained Ni@NC-800 exhibited higher activity and selectivity to aromatics in the conversion of 2-phenoxy-1-phenylthanol and 2-phenoxyacetophenone, compared with Ni@NC-600 and Ni/NC-800. Moreover, the selectivity to aromatics could be further improved over Ni@NC-800-H, which is Ni@NC-800 after strong acid leaching. However, the presence of C_α-OH in lignin β-O-4 model compounds was essential for their product distributions. The control and characterization experiments suggested that the catalytic reaction occurred on the surface of N-doped carbon shells, because the encapsulated Ni NPs could donate electrons to the outer shells, leading to surface electron enrichment, thus making inert shells the new active sites in Ni@NC-800-H. In addition, Ni@NC-800-H was efficient for the conversion of various lignin β-O-4 alc. and ketone model compounds with methoxyl groups with high yields of the aromatic products and also possessed high stability during consecutive reaction runs, which is because Ni nanoparticles are phys. isolated from the reactive environment.

Sustainable Energy & Fuels published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C12H14IN, SDS of cas: 183303-74-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Huang, Jinfeng published the artcileSimultaneous determination of glycol ethers and their acetates in cosmetics by gas chromatography with mass spectrometry, SDS of cas: 1589-47-5, the publication is Journal of Separation Science (2018), 41(11), 2354-2359, database is CAplus and MEDLINE.

A gas chromatog. with mass spectrometry method was developed for the simultaneous determination of ten kinds of glycol ethers and their acetates in cosmetics. The samples were extracted with methanol/ethyl acetate (80:20, volume/volume), further treated with vortex and ultrasound, and analyzed by gas chromatog. with mass spectrometry. The concentration of each analyte was calibrated by the external standard method. Under the optimal conditions, the analytes showed linear relationship in the range of 0.05-25 mg/L with determination coefficients larger than 0.9987. The limits of detection and quantification were in the range of 0.09-0.59 and 0.31-1.95 mg/kg, resp. The average recoveries of three spiked levels were 80.2-105.4% with intra- and interday precisions of 1.1-6.3 and 1.9-6.5%, resp. Method validation from different labs confirmed the satisfactory recoveries and precisions. This method shows advantages of simple, high sensitivity, and high recovery, which can be applied to the detection of glycol ethers and acetates in cosmetics.

Journal of Separation Science published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, SDS of cas: 1589-47-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wang, Weijin published the artcileOxoammonium salts are catalysing efficient and selective halogenation of olefins, alkynes and aromatics, Recommanded Product: 2-Methoxynaphthalene, the publication is Nature Communications (2021), 12(1), 3873, database is CAplus and MEDLINE.

Herein, TEMPO (2,2,6,6-tetramethylpiperidine nitroxide) and its derivatives are disclosed as active catalysts for electrophilic halogenation of olefins e.., prop-1-en-1-ylbenzene, alkynes R¹CCR² (R¹ = octyl, Ph; R² = H, Me, n-Bu, Ph), and aromatics R³H (R³ = 3-(carboxymethyl)-4-methoxybenzen-1-yl, 2-[ethoxy(oxo)methane]-1H-indol-3-yl, 5-phenylthiophen-2-yl, etc.). These catalysts are stable, readily available, and reactive enough to activate haleniums including Br⁺, I⁺ and even Cl⁺ reagents. This catalytic system is applicable to various halogenations including haloarylation of olefins or dibromination of alkynes, which were rarely realized in previous Lewis base catalysis or Lewis acid catalysis. The high catalytic ability is attributed to a synergistic activation model of electrophilic halogenating reagents, where the carbonyl group and the halogen atom are both activated by present TEMPO catalysis.

Nature Communications published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C12H10FeO4, Recommanded Product: 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wu, Haijun published the artcilePromoting the conversion of poplar to bio-oil based on the synergistic effect of alkaline hydrogen peroxide, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Renewable Energy (2022), 107-117, database is CAplus.

The synergistic catalysis effect of NaOH and H₂O₂ on the hydrothermal liquefaction (HTL) of poplar was investigated and compared to the NaOH or H₂O₂ catalyzed HTL at different temperatures and 30 min residence time. GC-MS, GPC, FT-IR, HPLC and TGA were used to comprehensively characterize the phys. and chem. properties of liquefied products (bio-oil, lignin and solid residue). The results showed that the highest total bio-oil yield (70.65%) was obtained at 280°C with NaOH (35 g/L)/H₂O₂ (30 g/L) as catalysts. The average mol. weight and polydispersity index (PDI) were found to be lower compared to that from other conditions. As the NaOH concentration was increased, the bio-oil yield was improved. The concentration of H₂O₂ for the optimal synergistic effect was observed to be 30 g/L. GC-MS anal. showed that the bio-oil obtained by NaOH (35 g/L)/H₂O₂ (30 g/L) was characterized with the lowest N content. The synergistic effect promoted the higher production selectivity of o-xylene and p-xylene in the bio-oil.

Renewable Energy published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C6H10O7, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem