Tag: M.W:500-600

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Linear and V-Shaped Alkynyl-1,3,5-triazines

A concise route for the synthesis of linear and V-shaped alkynyl-1,3,5-triazines has been developed by starting from 2,4-dichloro-1,3,5-triazine derivatives. The sequential substitution of the 2- and 4-chloro groups by a regioselective Sonogashira coupling reaction afforded symmetric and unsymmetric V-shaped alkynyl-1,3,5-triazines. A modulated copper-free Pd/1,10-phenanthroline catalyst system showed good compatibility with the -OCH3, -NPh2, and p-CH3OC6H4- substitutents and furnished the targeted linear alkynyl-1,3,5-triazines in good yields. A Pd/Ag bimetallic system afforded the desired symmetric and unsymmetric V-shaped alkynyl-1,3,5-triazines in moderate to good yields. The photophysical properties of the new alkynyl-1,3,5-triazine compounds were characterized experimentally. The X-ray diffraction analysis of 2a confirmed a coplanar position between the phenyl group and the 1,3,5-triazinal moiety. Intermolecular pi-pi interactions were observed between two of the TZ units, and the shortest atomic contact distance between the phenyl moieties of two adjacent molecules is 3.655 A. A protocol has been developed for the synthesis of alkynyl-1,3,5-triazines, especially unsymmetrical alkynyl-1,3,5-triazines with two different alkynyl groups on the triazine core. The Pd2(dba)3/1,10-phenanthroline catalyst system was used in a copper-free Sonogashira coupling reaction followed using a Pd/Ag bimetallic system for the subsequent alkynyl coupling step. dba = dibenzylideneacetone, 1,10-phen = 1,10-phenanthroline, DIPEA = N,N-diisopropylethylamine, and Tf = trifluoromethylsulfonyl.

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

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 32005-36-0, name is Bis(dibenzylideneacetone)palladium, introducing its new discovery. Computed Properties of C34H28O2Pd

Palladium-catalyzed oxidative carbonylation of 1-alkynes into 2-alkynoates with molecular oxygen as oxidant

A new preparative method to produce alkyl 2-alkynoates from 1-alkynes in alcohol under atmospheric pressure of CO at room temperature was developed with palladium-phosphine catalysts, using molecular oxygen as an oxidant. On the basis of the behavior of model complexes such as methoxycarbonylpalladium and alkynylpalladium complexes, we propose a mechanism accounting for the catalytic carbonylation of alkynes through an intermediate having the both methoxycarbonyl and alkynyl ligands that liberates methyl 2-alkynoates and a Pd(0) species on reductive elimination. The oxidation of Pd(0) to Pd(II) species in the presence of a halide ion was confirmed to proceed cleanly with molecular oxygen as the oxidant. On the basis of the findings on homogeneous catalysts, a heterogeneous catalytic system using Pd/C has also been developed.

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

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Product Details of 32005-36-0, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 32005-36-0, Name is Bis(dibenzylideneacetone)palladium, molecular formula is C34H28O2Pd

The Synthesis and Reactions of Palladium-Iron Carbonyl Complexes containing Bridging Ph2PCH2PPh2 Ligands

Treatment of tetrahydrofuran solution of FeI2 with two equivalents of Ph2PCH2PPh2 (dppm),under an atmosphere of CO, gave trans,mer- (1b) in high yield.The bromide analogue was prepared similarly but was unstable.Treatment of compound (1b) with (dba = dibenzylideneacetone) in benzene, under an atmosphere of CO, gave the bimetallic iron(I)-palladium(I) complex (2c).Complex (2c) was protonated by HBF4*OEt2 to give the cationic hydride BF4, wich was characterised only in solution.Treatment of (2c) with MeCN caused displacemeent of both iodide and carbonyl ligands from iron to give <(MeNC)3Fe(mu-dppm)2PdI>I, whereas treatment of (2c) with the bulky isocyanide ButNC displaced only iodide to give <(ButNC)(OC)2Fe(mu-dppm)2PdI>I.N.m.r. (1H- and 31P-<1H>)Nand i.r. data are reported.

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

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Recommanded Product: 53199-31-8, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 53199-31-8, name is Bis(tri-tert-butylphosphine)palladium. In an article，Which mentioned a new discovery about 53199-31-8

Asymmetric N-H Insertion of secondary and primary anilines under the catalysis of palladium and chiral guanidine derivatives

Efficient enantioselective N-H insertion reactions of secondary and primary anilines were catalyzed by palladium(0) in combination with chiral guanidine derivatives. A broad range of substituted anilines were tolerated, and the corresponding products were obtained in high yield (up to 99 %) with good enantioselectivity (up to 94 % ee) under mild reaction conditions. The N-H insertion mechanism was examined by the study of kinetic isotope effects, control experiments, HRMS, and spectroscopic analysis. Hidden talents: Chiral guanidine derivatives were developed as useful ligands for the enantioselective insertion of carbenoids into the N-H bonds of secondary and primary anilines in combination with palladium(0), which was not previously known to promote asymmetric N-H insertion (see scheme; dba=dibenzylideneacetone). The N-H insertion mechanism was examined by kinetic isotope studies, control experiments, HRMS, and spectroscopic analysis. Copyright

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

Chemistry is traditionally divided into organic and inorganic chemistry. name: Bis(dibenzylideneacetone)palladium, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent，Which mentioned a new discovery about 32005-36-0

Regiospecific alkyne-formate ester reactions catalyzed by palladium(0)

Metal-catalyzed reactions of unsaturated substrates and formate esters have been the subject of a number of recent publications and patents, the focus being on olefins. We have now found that palladium(0) can catalyze the regiospecific conversion of alkynes and formate esters to trans-alpha, beta-unsaturated esters. Five alkynes and four esters were employed in the reaction experiments. For example: No reaction occurs when phenylacetylene is treated with n-butyl formate and a catalytic amount of bis(dibenzylideneacetone) paladium(0) in toluene at 80 atm carbon monoxide for 3 days at 100C. However, repetition of the reaction with added 1,4-bis(diphenylphosphino)butane results in the isolation of trans-n-butyl cinnamate in 31% yield. A possible mechanism for the alkyne-formate ester reaction is outlined.

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

Electric Literature of 32005-36-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.32005-36-0, Name is Bis(dibenzylideneacetone)palladium, molecular formula is C34H28O2Pd. In a Article，once mentioned of 32005-36-0

Pd/Pt metallacyclopropa[60]fullerene complexes bearing versatile phosphorous ylide ligands; a comprehensive multi-spectroscopic, electrochemistry, theoretical and catalytic studies

The synthesis of new Pd/Pt metallacyclopropa[60]fullerene complexes containing unsymmetrical phosphorus ylides [Ph2P(CH2)nPPh2 = C(H)C(O)C6H4-p-OMe] (n = 1, (Y1); n = 2, (Y2)) has been reported. The synthesized complexes exhibit different structures, including two P,C? chelated [(eta2-C60)Pd(kappa2-Y1)] (1) and [(eta2-C60)Pt(kappa2-Y1)] (2) complexes and two P-coordinated [(eta2-C60)Pd(Y2)2] (3) and [(eta2-C60)Pt(Y2)2] (4) complexes with chain structures. Characterization of all compounds was performed by multi-neclear NMR spectroscopies (1H, 13C and 31P NMR) and other conventional techniques such as IR, UV?Vis, SEM and cyclic voltammetry (CV) analyses. In this regard, the presence of all characteristic chemical shifts in the IR and NMR spectra proposed the formation of desired products. Also, theoretical studies were used to investigate the nature of metal?ligands in all complexes. In addition, a comparison between the catalytic activity of Pd complexes 1 and 3 was evaluated in the Suzuki-Miyaura reaction of various aryl chlorides with phenylboronic acid, which revealed a meaningful difference between the catalytic activity of complexes 1 and 3.

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

Chemistry is traditionally divided into organic and inorganic chemistry. Safety of Bis(tri-tert-butylphosphine)palladium, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent，Which mentioned a new discovery about 53199-31-8

Subtle balance of ligand steric effects in stille transmetalation

Experimental results have previously suggested that the transmetalation step in the Stille reaction is hindered at one extreme by very bulky ligands L on the PdL2 catalyst, yet at the other extreme, transmetalation is also found to be slow for small ligands. Our aim in this paper is to resolve this dilemma using computational chemistry and to show which ligand is best and why. With the use of density functional theory we show that the reason why L = PtBu3 retards transmetalation is because the bulky ligand hinders the coordination of the organostannane. On the other hand a small ligand such as L = PMe3 leads to the formation of a very stable intermediate in the catalytic cycle which then requires a large activation energy for the transmetalation to proceed. The L = PPh3 ligand appears to provide just the right balance in that it can readily coordinate the organostannane but avoids forming the very stable intermediate, and is thus the ligand of choice. L = PPh2Me is predicted to be the next best option, but L = PPhMe2 is too small and forms an intermediate whose stability prevents further reaction in the transmetalation step. Our calculations are also able to account for the accelerating role of CsF in the transmetalation step of the Stille reaction. Finally, this work demonstrates the importance of taking into account the steric properties of the full ligand in theoretical studies of such reactions, rather than using small model phosphines.

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

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Compounds & Methods for the Enhanced Degradation of Targeted Proteins & Other Polypeptides by an E3 Ubiquitin Ligase

The present invention relates to bifunctional compounds, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins that are degraded and/or otherwise inhibited by bifunctional compounds of the present invention. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand that binds to the ubiquitin ligase and on the other end a moiety that binds a target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. The present invention exhibits a broad range of pharmacological activities associated with compounds of the present invention, consistent with the degradation/inhibition of targeted polypeptides.

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

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 32005-36-0, name is Bis(dibenzylideneacetone)palladium, introducing its new discovery. Product Details of 32005-36-0

Enantioselective Palladium(II)-Catalyzed Oxidative Aminofluorination of Unactivated Alkenes with Et4NF?3 HF as a Fluoride Source

The first asymmetric PdII-catalyzed aminofluorination of unactivated alkenes using chiral quinoline-oxazolines (Quox) as ligands has been developed. This reaction provides easy access to a wide array of enantiomerically enriched beta-fluoropiperidines in good yields and with excellent enantioselectivity. Notably, Et4NF?3 HF as a readily accessible nucleophilic fluoride source was found to play an essential role in the enantioselective control, and CsOCF3 also acts a key additive to improve the excellent ee value of products.

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

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Safety of Bis(dibenzylideneacetone)palladium, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 32005-36-0, Name is Bis(dibenzylideneacetone)palladium, molecular formula is C34H28O2Pd

Water Soluble, Zero-valent, Platinum-, Palladium-, and Nickel-P(CH2OH)3 Complexes: Catalysts for the Addition of PH3 to CH2O

The phosphine P(CH2OH)3 forms water soluble complexes of the type 4> (M=Pt, Pd, or Ni) which are catalysts for the addition of PH3 to CH2O and the Pt complex is readily protonated by water; the crystal structure of the Pd complex is also described.

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