Category: 613-33-2

Borys, Andryj M. published the artcileThe Anionic Pathway in the Nickel-Catalysed Cross-Coupling of Aryl Ethers, Recommanded Product: 4,4′-Dimethyldiphenyl, the publication is Angewandte Chemie, International Edition (2021), 60(46), 24659-24667, database is CAplus and MEDLINE.

The Ni-catalyzed cross-coupling of aryl ethers is a powerful method to forge new C-C and C-heteroatom bonds. However, the inert C(sp²)-O bond means that a canonical mechanism that relies on the oxidative addition of the aryl ether to a Ni⁰ center is thermodynamically and kinetically unfavorable, which suggests that alternative mechanisms may be involved. Here, we provide spectroscopic and structural insights into the anionic pathway, which relies on the formation of electron-rich hetero-bimetallic nickelates by adding organometallic nucleophiles to a Ni⁰ center. Assessing the rich co-complexation chem. between Ni(COD)₂ and PhLi has led to the structures and solution-state chem. of a diverse family of catalytically competent lithium nickelates being unveiled. In addition, we demonstrate dramatic solvent and donor effects, which suggest that the cooperative activation of the aryl ether substrate by Ni⁰-ate complexes plays a key role in the catalytic cycle.

Angewandte Chemie, International Edition published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Recommanded Product: 4,4′-Dimethyldiphenyl.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wagner, Clifton L. published the artcileRedox Activity of Pyridine-Oxazoline Ligands in the Stabilization of Low-Valent Organonickel Radical Complexes, COA of Formula: C14H14, the publication is Journal of the American Chemical Society (2021), 143(14), 5295-5300, database is CAplus and MEDLINE.

Nickel(II) and nickel(I) complexes with (S)-4-tert-butyl-2-(2-pyridyl)oxazoline (pyrox), [(pyrox)NiX₂]^n- (X = Br, 2,6-ⁱPr₂C₆H₃, Me₃SiCH₂, OAc; n = 0,1) were prepared and characterized by redox data, spectra and crystal structure determinations Low-valent organonickel radical complexes are common intermediates in cross-coupling reactions and metalloenzyme-mediated processes. The electronic structures of N-ligand supported nickel complexes appear to vary depending on the actor ligands and the coordination number The reduction products of a series of divalent (pyrox)Ni complexes establish the redox activity of pyrox in stabilizing electron-rich Ni(II)-alkyl and -aryl complexes by adopting a ligand-centered radical configuration. The reduced pyrox imparts an enhanced trans-influence. In contrast, such redox activity was not observed in a (pyrox)Ni(I)-bromide species. The excellent capability of pyrox in stabilizing electron-rich Ni species resonates with its proclivity in promoting the reductive activation of C(sp³) electrophiles in cross-coupling reactions.

Journal of the American Chemical Society published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C13H18BBrO3, COA of Formula: C14H14.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yuan, Kedong published the artcileArylation of gem-difluoroalkenes using a Pd/Cu Co-catalytic system that avoids ¦Â-fluoride elimination, Product Details of C14H14, the publication is Chemical Science (2021), 12(4), 1363-1367, database is CAplus and MEDLINE.

PdII/CuI co-catalyze an arylation reaction of gem-difluoroalkenes using arylsulfonyl chlorides to deliver ¦Á,¦Á-difluorobenzyl products. The reaction proceeded through a ¦Â,¦Â-difluoroalkyl-Pd intermediate that typically underwent unimol. ¦Â-F elimination to deliver monofluorinated alkene products in a net C-F functionalization reaction. However to avoid ¦Â-F elimination, the ¦Â,¦Â-difluoroalkyl-Pd intermediate were offered, an alternate low-energy route involving ¦Â-H elimination to ultimately deliver difluorinated products in a net arylation/isomerization sequence. Overall, this reaction enabled exploration of new reactivities of unstable fluorinated alkyl-metal species, while also providing new opportunities for transforming readily available fluorinated alkenes into more elaborate substructures.

Chemical Science published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C8H10S, Product Details of C14H14.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Murugesan, Kathiravan published the artcileVisible-Light-Promoted Metal-Free Synthesis of (Hetero)Aromatic Nitriles from C(sp³)-H Bonds, Name: 4,4′-Dimethyldiphenyl, the publication is Angewandte Chemie, International Edition (2021), 60(5), 2439-2445, database is CAplus and MEDLINE.

The metal-free activation of C(sp³)-H bonds to value-added products is of paramount importance in organic synthesis. We report the use of the com. available organic dye 2,4,6-triphenylpyrylium tetrafluoroborate (TPP) for the conversion of methylarenes to the corresponding aryl nitriles via a photocatalytic process. Applying this methodol., a variety of cyanobenzenes have been synthesized in good to excellent yield under metal- and cyanide-free conditions. We demonstrate the scope of the method with over 50 examples including late-stage functionalization of drug mols. (celecoxib) and complex structures such as L-menthol, amino acids, and cholesterol derivatives Furthermore, the presented synthetic protocol is applicable for gram-scale reactions. In addition to methylarenes, selected examples for the cyanation of aldehydes, alcs. and oximes are demonstrated as well. Detailed mechanistic investigations have been carried out using time-resolved luminescence quenching studies, control experiments, and NMR spectroscopy as well as kinetic studies, all supporting the proposed catalytic cycle.

Angewandte Chemie, International Edition published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Name: 4,4′-Dimethyldiphenyl.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Gongshu published the artcileMagnetically recoverable 2-(aminomethyl)phenols-modified nanoparticles as a catalyst for Knoevenagel condensation and carrier for palladium to catalytic Suzuki coupling reactions, SDS of cas: 613-33-2, the publication is Applied Organometallic Chemistry (2020), 34(11), e5907, database is CAplus.

A class of magnetic nanoparticles modified by 2-(aminomethyl)phenols has been successfully designed and synthesized as a reusable catalyst for Knoevenagel reaction. Thus, nanomaterial also proved as suitable carrier for immobilization of palladium nanoparticles and the obtained composite exerted potent catalytic activity in Suzuki coupling reactions. Both of the (aminomethyl)phenols-modified nanoparticles and its related palladium nanocatalyst could be easily separated and reused for several consecutive runs by magnetic decantation without significant loss of their catalytic efficiency.

Applied Organometallic Chemistry published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C7H16ClNO2, SDS of cas: 613-33-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sen, Abhijit published the artcileSwitching from Biaryl Formation to Amidation with Convoluted Polymeric Nickel Catalysis, Computed Properties of 613-33-2, the publication is ACS Catalysis (2020), 10(24), 14410-14418, database is CAplus.

A stable, reusable, and insoluble poly(4-vinylpyridine) nickel catalyst (P4VP-NiCl₂) was prepared through the mol. convolution of poly(4-vinylpyridine) (P4VP) and nickel chloride. The authors proposed a coordination structure of the Ni center in the precatalyst based on elemental anal. and Ni K-edge XANES, and they confirmed that it is consistent with Ni K-edge EXAFS. The Suzuki-Miyaura-type coupling of aryl halides and arylboronic esters proceeded using P4VP-NiCl₂ (0.1 mol % Ni) to give the corresponding biaryl compounds in up to 94% yield. Surprisingly, when the same reaction of aryl halides and arylboronic acid/ester was carried out in the presence of amides, the amidation proceeded predominantly to give the corresponding arylamides in up to 99% yield. In contrast, the reaction of aryl halides and amides in the absence of arylboronic acid/ester did not proceed. P4VP-NiCl₂ successfully catalyzed the lactamization for preparing phenanthridinone. P4VP-NiCl₂ was reused five times without significant loss of catalytic activity. Pharmaceuticals, natural products, and biol. active compounds were synthesized efficiently using P4VP-NiCl₂ catalysis. Nickel contamination in the prepared pharmaceutical compounds was not detected by ICP-MS anal. The reaction was scaled to multigrams without any loss of chem. yield. Mechanistic studies for both the Suzuki-Miyaura and amidation reactions were performed.

ACS Catalysis published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C6H5F4NO3S, Computed Properties of 613-33-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Battula, Satyanarayana published the artcileAccessing Grignard Reluctant Aldehyde in 2-Oxoaldehyde by Organocuprates to Give [1,2] Addition and Oxidative Coupling Reactions, Quality Control of 613-33-2, the publication is ACS Omega (2022), 7(6), 5069-5078, database is CAplus and MEDLINE.

Novel finding of aldehyde in 2-oxoaldehyde (2OA) is presented as it unprecedentedly disinclines to react with Grignard reagents but reacts with moderate organocuprate reagents in anaerobic condition to give [1,2] addition (¦Á-hydroxyketones) reaction. In the presence of air, the reaction produces an efficient protocol for the synthesis of 1,2-diones through a copper-catalyzed oxidative cross-coupling reaction at room temperature Mechanistic studies indicate that ¦Á-hydroxy ketone perhaps is generated before the hydrolysis step/acid work-up process. The ¦Á-keto group of 2OA causes to exhibit this peculiar aldehyde behavior toward these organometallic reagents.

ACS Omega published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Quality Control of 613-33-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Elorriaga, David published the artcileFast Addition of s-Block Organometallic Reagents to CO₂-Derived Cyclic Carbonates at Room Temperature, Under Air, and in 2-Methyltetrahydrofuran, HPLC of Formula: 613-33-2, the publication is ChemSusChem (2021), 14(9), 2084-2092, database is CAplus and MEDLINE.

Fast addition of highly polar organometallic reagents (RMgX/RLi) to cyclic carbonates (derived from CO₂ as a sustainable C1 synthon) has been studied in 2-methyltetrahydrofuran as a green reaction medium or in the absence of external volatile organic solvents, at room temperature, and in the presence of air/moisture. These reaction conditions are generally forbidden with these highly reactive main-group organometallic compounds The correct stoichiometry and nature of the polar organometallic alkylating or arylating reagent allows straightforward synthesis of highly substituted tertiary alcs., ¦Â-hydroxy esters, or sym. ketones, working always under air and at room temperature Finally, an unprecedented one-pot/two-step hybrid protocol is developed through combination of an Al-catalyzed cycloaddition of CO₂ and propylene oxide with the concomitant fast addition of RLi reagents to the in situ and transiently formed cyclic carbonate, thus allowing indirect conversion of CO₂ into the desired highly substituted tertiary alcs. without need for isolation or purification of any reaction intermediates.

ChemSusChem published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, HPLC of Formula: 613-33-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bennett, Jeffrey A. published the artcileContinuous Ligand-Free Suzuki-Miyaura Cross-Coupling Reactions in a Cartridge Flow Reactor Using a Gel-Supported Catalyst, Safety of 4,4′-Dimethyldiphenyl, the publication is Industrial & Engineering Chemistry Research (2021), 60(26), 9418-9428, database is CAplus.

The Suzuki-Miyaura cross-coupling reaction is one of the most important reactions for pharmaceutical and fine chem. synthesis, performed using both homogeneous and heterogeneous catalysis. In this work, we crosslink poly(methylhydrosiloxane) (PMHS) with tri(ethylene glycol divinyl ether) to create a versatile and readily accessible gel catalyst support for Suzuki-Miyaura cross-coupling reactions in a pseudoheterogeneous manner. The Si-H units present on the PMHS backbone act dually as the crosslinking site and the reducing agent to anchor and reduce palladium(II) acetate to active palladium(0). The PMHS-supported Pd catalyst is then packed into a stainless-steel flow reactor to create a cartridgelike reactor for the continuous operation of a model Suzuki-Miyaura cross-coupling reaction. We systematically investigate the role of reaction temperature, catalyst loading, crosslinking d., and gel particle size on the transient and steady-state behavior of the cartridge flow reactor through an automated flow chem. platform. The PMHS-supported catalytic particles demonstrate minimal deactivation and leaching over a continuous (80 h) Suzuki-Miyaura cross-coupling reaction at a 30 min nominal residence time at a relatively high reaction temperature of 95¡ãC. The developed modular flow chem. strategy equipped with the cartridge flow reactor enables accelerated studies of the fundamental and applied characteristics of gel-supported catalysts while providing increased safety, higher throughput, and removal of the separation step needed for catalyst recovery compared to homogeneous cross-coupling reactions in batch reactors.

Industrial & Engineering Chemistry Research published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Safety of 4,4′-Dimethyldiphenyl.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dutta, Soham published the artcileKinetics and Hazards of 4-Vinylbenzyl Chloride Storage and Thermal Decomposition of Di-4-methylbenzoyl Peroxide by DSC and TAM, Category: catalysis-chemistry, the publication is Organic Process Research & Development (2021), 25(9), 2133-2145, database is CAplus.

Thermal hazard assessments in process industries often require calorimetry and kinetic modeling. These techniques are illustrated using examples of inhibited 4-vinylbenzyl chloride (VBC) self-polymerization and di-4-methylbenzoyl peroxide (MeBPO) thermal stability. The polymerization kinetics of inhibited VBC were studied using isothermal and non-isothermal calorimetry. A thermokinetic model was developed using calorimetry data and this model was coupled with a heat balance to predict the consequence of a commonly encountered plant scenario, loss of active cooling to a storage tank. Isothermal differential scanning calorimetry (DSC) and microcalorimetry (using a TAM IV microcalorimeter) were also applied to analyze the thermal decomposition of MeBPO desensitized with silicone oil (50% weight/weight). The thermokinetic parameters and thermal stability were evaluated. MeBPO decomposes in two exothermic reactions, and the total heat of decomposition was determined to be 658.8 J/g of sample. The thermal decomposition of MeBPO was described by a model of two parallel reactions, the first leading to 4,4′-dimethylbiphenyl and the second to p-methylbenzyl p-toluate. The results can be applied for emergency relief system design and for emergency rescue strategies during an upset or accident.

Organic Process Research & Development published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia