Tag: M.W=300-400

HPLC of Formula: 286014-53-7. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, is researched, Molecular C21H25BF4N2, CAS is 286014-53-7, about Importance of the Reducing Agent in Direct Reductive Heck Reactions. Author is Raoufmoghaddam, Saeed; Mannathan, Subramaniyan; Minnaard, Adriaan J.; de Vries, Johannes G.; de Bruin, Bas; Reek, Joost N. H..

The role of the reductant in the palladium N-heterocyclic carbene (NHC) catalyzed reductive Heck reaction and its effect on the mechanism of the reaction is reported. For the first time in this type of transformation, the palladium-NHC-catalyzed reductive Heck reaction was shown to proceed in the presence of LiOMe and iPrOH even at 10 °C to give the products very efficiently in excellent yields and with exceptional chemoselectivities. This study shows that the reaction proceeds through two distinct mechanisms that depend on the nature of the reducing agent. In the presence of a protic solvent or acidic medium the reaction undergoes protonation to yield the reduced product, whereas in the absence of proton source, it proceeds through the insertion of the reductant followed by reductive elimination. The kinetic data reveal that the oxidative addition is the rate-determining step in the reaction. The reaction profiles show first-order kinetics in aryl iodide and Pd and zero-order kinetics in LiOMe, benzylideneacetone, and the excess amount of NHC ligand. In addition, the reaction progress kinetic anal. shows that neither catalyst decomposition nor product inhibition occurs during the reaction. DFT calculations of the key steps confirm that the oxidative addition step is the rate-determining step in the reaction. Deuterium-labeling experiments indicate that the product is formed by the protonation of the Pd-Calkyl bond of the intermediate formed after enone insertion into the Pd-CAr bond. Application of chiral NHC ligands in the asym. reductive Heck reaction only results in poor enantioselectivities (enantiomeric excess up to 20 %) and is also substrate specific. DFT calculations suggest that the migration of the aryl group to the alkene of the substrate is the enantioselectivity-determining step of the reaction. It is further shown that if the steric bulk at the enone is small (a Me group), the two transition state barriers from [PdII(L2)(ArI)(enone)] species Cre and Csi, which have the re and si face of the enone substrate coordinated to Pd, are very similar, in line with the exptl. results. With a slightly larger group (an iso-Pr substituent) a significant difference in energy barriers is calculated (2.6 kcal mol-1), and in the experiment this product is formed with a modest enantiomeric excess (up to 20 %).

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Product Details of 286014-53-7. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, is researched, Molecular C21H25BF4N2, CAS is 286014-53-7, about First telomerisation of piperylene with morpholine using palladium-carbene catalysts. Author is Neubert, Peter; Meier, Ines; Gaide, Tom; Kuhlmann, Rene; Behr, Arno.

Telomerization of common 1,3-dienes like butadiene and isoprene has already been successfully conducted with a huge number of nucleophiles. However, 1,3-pentadiene (piperylene) telomerization with amines has not been reported yet. Here, we present the first telomerization of piperylene with morpholine, providing an atom economic access to unsaturated C10-amines in a single reaction step. Investigations of the reaction conditions such as precursor and ligand screening led to Pd(acac)2/IMes·HCl being the most active catalyst.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 286014-53-7, is researched, Molecular C21H25BF4N2, about Tunable Heterogeneous Catalysis: N-Heterocyclic Carbenes as Ligands for Supported Heterogeneous Ru/K-Al2O3 Catalysts To Tune Reactivity and Selectivity, the main research direction is nitrogen heterocyclic carbene ligand ruthenium heterogeneous catalysis XAFS TXRF.Application of 286014-53-7.

Here we report, for the first time, an extensive characterization of an N-heterocyclic carbene (NHC)-modified supported heterogeneous catalyst. The existence of the metal-carbene bond could be proven by 13C-SS-NMR experiments Furthermore, it could be shown that the modification with NHCs does not structurally change the catalyst itself. The effect of the nature and the loading of the NHC on the activity and selectivity of the heterogeneous catalyst is presented by a hydrogenation study, finally leading to an NHC-enabled tunable heterogeneous catalyst for chemoselective hydrogenation.

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bromide – Wiktionary

Application In Synthesis of 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, is researched, Molecular C21H25BF4N2, CAS is 286014-53-7, about Cu(I)-NHC-Catalyzed Silylation of Allenes: Diastereoselective Three-Component Coupling with Aldehydes. Author is Rae, James; Hu, Ya Chu; Procter, David J..

Copper-catalyzed silylation of aryl allenes using a silylborane reagent affords vinyl silane building blocks with high efficiency. The use of a seven-membered NHC ligand proved crucial for high regioselectivity. The catalytically generated allylcoppper intermediates were intercepted by aldehydes in a diastereoselective three-component coupling to furnish homoallylic alcs.

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Bromide – Wikipedia,
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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 286014-53-7, is researched, Molecular C21H25BF4N2, about α-Arylation, α-arylative esterification, or acylation: a stoichiometry-dependent trichotomy in the Pd-catalyzed cross-coupling between aldehydes and aryl bromides, the main research direction is arylaldehyde preparation; arylketone preparation; arylcarboxylate preparation; aldehyde aryl bromide stoichiometry dependent cross coupling palladium catalyst; acylation; arylation; cross-coupling; esterification; palladium.Quality Control of 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate.

A practical protocol for the α-arylation of linear and α-branched aldehydes catalyzed by an air-stable and com. available [(NHC)Pd] complex was developed. The less-common α-arylative esterification of α-branched aldehydes and an unusual acylation of aryl bromides with linear aldehydes by using the very same catalyst was also reported. The reasons behind this mechanistic trichotomy are not yet clear, and it is certainly premature to draw any definitive mechanistic hypotheses.

There is still a lot of research devoted to this compound(SMILES：CC1=C([N+]2=CN(C3=C(C)C=C(C)C=C3C)C=C2)C(C)=CC(C)=C1.F[B-](F)(F)F)Quality Control of 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, and with the development of science, more effects of this compound(286014-53-7) can be discovered.

Reference:
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Formula: C21H25BF4N2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, is researched, Molecular C21H25BF4N2, CAS is 286014-53-7, about Synthesis of Stable Pentacoordinate Silicon(IV)-NHC Adducts: An Entry to Anionic N-Heterocyclic Carbene Ligands. Author is Medici, Fabrizio; Gontard, Geoffrey; Derat, Etienne; Lemiere, Gilles; Fensterbank, Louis.

This work features the previously undescribed interactions of Martin’s spirosilane with different types of N-heterocyclic carbenes (NHCs). The level of interaction proved to be strongly dependent on the size of the Lewis base and could vary from the formation of isolable classical Lewis adducts to abnormal Lewis adducts, as evidenced by x-ray diffraction structure analyses and NMR studies. It has been found that abnormal adducts could be used as precursors for the synthesis of anionic NHCs bearing a weakly coordinating siliconate component. Complexation of these new types of carbenes with gold(I) and copper(I) has been efficiently accomplished. DFT calculations performed on the siliconate-based anionic NHC ligands revealed a high-lying HOMO and therefore a strong σ-donor character.

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Bromide – Wikipedia,
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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 286014-53-7, is researched, Molecular C21H25BF4N2, about Preparation of NHC-substituted phosphitepalladacycles, the main research direction is NHC substituted phosphitepalladacycle preparation crystal mol structure; acetylacetonato palladacyclic complex NHC substituted preparation crystal mol structure; imidazolidene oxaphosphapalladacycle carbene preparation crystal mol structure.Category: bromides-buliding-blocks.

The preparation of unsaturated NHC-substituted phosphitepalladacycles via phosphitepalladacycle acetato and chloro precursors and azolium salts with non-coordinating anions in DMSO is reported. With this one-pot synthesis NHC-substituted phosphitepalladacycles are obtained avoiding multi-step reactions. The mol. structures of an acetate-bridged phosphitepalladacycle dimer, an unsaturated NHC-substituted palladacyclic complex and one acetylacetonato phosphapalladacycle complex have been determined by single-crystal x-ray anal.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, is researched, Molecular C21H25BF4N2, CAS is 286014-53-7, about Palladium-Catalyzed Aromatic Esterification of Aldehydes with Organoboronic Acids and Molecular Oxygen, the main research direction is aldehyde palladium catalyst mol oxygen arylboronic acid aromatic esterification; aryl benzoate preparation.Name: 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate.

A palladium-catalyzed aromatic esterification reaction of aldehydes with arylboronic acids under an air atm. was achieved. This reaction tolerates many functional groups and provides aryl benzoate derivatives, e.g. I, with yields ranging from moderate to good. Dioxygen takes part in the reaction and is crucial for this transformation.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called The electrosynthesis of gold(I) complexes: A clean, one-pot method, published in 2020-01-31, which mentions a compound: 286014-53-7, mainly applied to gold complex one pot electrosynthesis, Synthetic Route of C21H25BF4N2.

Gold complexes are emerging as promising compounds in a range of applications. Synthetic methods for producing these complexes involve multiple steps, the use of reducing agents, inert atm. techniques and transmetallation reactions, resulting in contaminated products and low yields. Here we demonstrate, for the first time, a clean, one-pot electrosynthesis method which produces gold(I)-N-heterocyclic carbenes and gold(I)-bis-phosphine by the anodic corrosion of a polycrystalline gold electrode in a solution containing the ligands and the electrolyte. The electrochem. reactions require only electrons and, therefore, the production of the complexes starts from the zero-valent metal, avoiding contamination with other metals, as is the case in transmetallation reactions, or byproducts generated by the use of reducing agents.

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Bromide – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling, published in 2020, which mentions a compound: 286014-53-7, Name is 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate, Molecular C21H25BF4N2, Category: bromides-buliding-blocks.

The ability to conduct N-heterocyclic carbene-catalyzed acyl anion chem. under ball-milling conditions was reported for the first time. This process was exemplified through applications to intermol.-benzoin, intramol.-benzoin, intermol.-Stetter and intramol.-Stetter reactions including asym. examples and demonstrated that this mode of mechanistically complex organocatalytic reaction can operated under solvent-minimized conditions.

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