Discovery of Bis(tri-tert-butylphosphine)palladium

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Toward an Improved Understanding of the Unusual Reactivity of Pd 0/Trialkylphosphane Catalysts in Cross-Couplings of Alkyl Electrophiles: Quantifying the Factors That Determine the Rate of Oxidative Addition

What a difference a ligand makes! The reactivity of Pd 0/trialkylphosphane complexes is of great interest because of their unusual effectiveness as cross-coupling catalysts for alkyl electrophiles [Eq. (1)]. This study sheds light on various aspects of the critical oxidative-addition step of the catalytic cycle.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Archives for Chemistry Experiments of 53199-31-8

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The expedient synthesis of 4,2?-difluoro-5?-(7- trifluoromethylimidazo[1,2-a]pyrimidin-3-yl)biphenyl-2-carbonitrile, a GABA alpha2/3 agonist

An expedient regioselective synthesis of a GABA alpha2/3 agonist 1 is described. The key step is an efficient regioselective palladium-catalyzed coupling of 7-trifluoromethylimidazo[1,2-a]pyrimidine (5) to 5?-chloro-4,2?-difluorobiphenyl-2-carbonitrile (15). The efficiency of this step was affected by the choice of solvent, ligand, and tetrabutylammonium salt additive.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Brief introduction of Bis(tri-tert-butylphosphine)palladium

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High stereoselectivity in chelation-controlled intermolecular Heck reactions with aryl chlorides, vinyl chlorides and vinyl triflates

Highly stereoselective chelation-controlled Pd(0)-catalyzed beta-arylations and beta-vinylations of a five-membered chiral, pyrrolidine-based vinyl ether were achieved using aryl- and vinyl chlorides as substrates, yielding quaternary 2-aryl/vinyl-2-methyl cyclopentanones in 89-96% ee under neutral reaction conditions. This journal is The Royal Society of Chemistry.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about Bis(tri-tert-butylphosphine)palladium

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POLYCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The application of the formula 1 including multi annular harmony water and blue light emission are disclosed. (by machine translation)

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Awesome Chemistry Experiments For Bis(tri-tert-butylphosphine)palladium

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COMPOUNDS AND THEIR METHODS OF USE

The present invention is directed to, in part, fused heteroaryl compounds and compositions useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including Dravet syndrome or epilepsy are also provided herein.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Extracurricular laboratory:new discovery of 53199-31-8

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Unsaturated cyclopentadienyl-molybdenum and tungsten carbonyl cluster complexes containing Pd- And Pt(PBu3t) groups

A series of new bimetallic cluster compounds, Cp2M 2(CO)4[M?(PBu3t)]2 [M = Mo, M? = Pt (9); M = Mo, M? = Pd (10); M = W, M? = Pt (11); M = W, M? = Pd (12)], have been synthesized from reactions of [CpM(CO)3]2 (M = Mo, W) with an excess of M?(PBu3t)2 (M? = Pt, Pd) at various temperatures. Each compound was fully characterized by IR, 1H and 31P NMR, and single-crystal X-ray diffraction analyses. The metal atoms in the structure of 9 are arranged in a butterfly configuration, while the metal atoms of 10-12 adopt a tetrahedral geometry. Compounds 9 and 12 contain two edge-bridging and two triply bridging carbonyl ligands, 10 contains four triply bridging carbonyl ligands, and 11 contains two terminal and two edge-bridging carbonyl ligands. Each of the products is electron-deficient and the M-M bonds, M = Mo and W, are short, Mo-Mo = 2.6535(4) A in 9 and 2.6362(4) A in 10, W-W = 2.6168(9) A in 11 and 2.6320(7) A in 12, which is indicative of some localized multibond character between these metal atoms within the cluster framework. The nature of the bonding within the clusters was explored with DFT calculations (ADF 2004.01, PW91) for the title compounds in C2 symmetry as well as for a hypothetical, two-electron-reduced [Cp2Mo2Pd2(CO) 4(PBu3t)2]2- species.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The important role of Bis(tri-tert-butylphosphine)palladium

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Palladacycles: Effective catalysts for a multicomponent reaction with allylpalladium(II)-intermediates

Palladium(II) complexes with an auxiliary bidentate ligand featuring one C-Pd bond and a Pd-N-donor bond (palladacycles) have been shown to afford improved yields of homoallylic amines from a three-component coupling of boronic acids, allenes and imines in comparison to the yields of homoallylic amines achieved with the originally reported catalyst (Pd(OAc)2/P(t-Bu) 3), thus extending the scope of the reaction. 31P NMR monitoring studies indicate that distinct intermediates featuring Pd-P bonds originate in the reactions catalyzed by either Pd(OAc)2/P(t-Bu) 3 or the pallada(II)cycle/P(t-Bu)3 systems, suggesting that the role of the pallada(II)cycles is more complex than just precatalysts. The importance of an additional phosphine ligand in the reactions catalyzed the pallada(II)cycles was established, and its role in the catalytic cycle has been proposed. Insights into the nature of the reactive intermediates that limit the performance of the originally reported catalytic systems has been gained.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

New explortion of Bis(tri-tert-butylphosphine)palladium

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Understanding the Unusual Reduction Mechanism of Pd(II) to Pd(I): Uncovering Hidden Species and Implications in Catalytic Cross-Coupling Reactions

The reduction of Pd(II) intermediates to Pd(0) is a key elementary step in a vast number of Pd-catalyzed processes, ranging from cross-coupling, C-H activation, to Wacker chemistry. For one of the most powerful new generation phosphine ligands, PtBu3, oxidation state Pd(I), and not Pd(0), is generated upon reduction from Pd(II). The mechanism of the reduction of Pd(II) to Pd(I) has been investigated by means of experimental and computational studies for the formation of the highly active precatalyst {Pd(mu-Br)(PtBu3)}2. The formation of dinuclear Pd(I), as opposed to the Pd(0) complex, (tBu3P)2Pd was shown to depend on the stoichiometry of Pd to phosphine ligand, the order of addition of the reagents, and, most importantly, the nature of the palladium precursor and the choice of the phosphine ligand utilized. In addition, through experiments on gram scale in palladium, mechanistically important additional Pd- and phosphine-containing species were detected. An ionic Pd(II)Br3 dimer side product was isolated, characterized, and identified as the crucial driving force in the mechanism of formation of the Pd(I) bromide dimer. The potential impact of the presence of these side species for in situ formed Pd complexes in catalysis was investigated in Buchwald-Hartwig, alpha-arylation, and Suzuki-Miyaura reactions. The use of preformed and isolated Pd(I) bromide dimer as a precatalyst provided superior results, in terms of catalytic activity, in comparison to catalysts generated in situ.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Some scientific research about Bis(tri-tert-butylphosphine)palladium

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Synthesis of Secondary Aromatic Amides via Pd-Catalyzed Aminocarbonylation of Aryl Halides Using Carbamoylsilane as an Amide Source

Using N-methoxymethyl-N-organylcarbamoyl(trimethyl)silanes as secondary amides source, the direct transformation of aryl halides into the corresponding secondary aromatic amides via palladium-catalyzed aminocarbonylation is described. The reactions tolerated a broad range of functional groups on the aryl ring except big steric hindrance of substituent. The types and the relative position of substituents on the aryl ring impact the coupling efficiency.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A flexible approach to Pd-catalyzed carbonylations via aroyl dimethylaminopyridinium salts

4-Dimethylaminopyridine (DMAP) is shown to undergo Pd/PtBu3 catalyzed coupling with aryl halides and carbon monoxide to form electrophilic aroyl-DMAP salts. The reaction is easily scalable to prepare multigram quantities with low catalyst loadings, while the precipitation of these salts as they form leads to products with low impurities. These reagents rapidly react with a variety of nucleophiles, including those that contain potentially incompatible functional groups under standard carbonylative conditions.

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Reference£º
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method