Category: 224311-51-7

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Enantioselective C?H Bond Functionalizations by 3d Transition-Metal Catalysts

Direct catalytic modifications of carbon?hydrogen (C?H) bonds, ubiquitous in organic molecules, represent a powerful strategy in organic synthesis. In the past decade, chemists have focused on the development of sustainable methods for functionalization of inert C?H bonds using cost-effective earth-abundant 3d transition-metal catalysts. To fully harness the potential of this technology, however, it is essential to control the stereoselectivity of the C?H functionalization processes. This review describes developments in the emerging area of enantioselective functionalization of C?H bonds by 3d transition-metal catalysts proceeding via inner-sphere C?H activation.

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Highly active and efficient catalysts for alkoxycarbonylation of alkenes

Carbonylation reactions of alkenes constitute the most important industrial processes in homogeneous catalysis. Despite the tremendous progress in this transformation, the development of advanced catalyst systems to improve their activity and widen the range of feedstocks continues to be essential for new practical applications. Herein a palladium catalyst based on 1,2-bis((tert-butyl(pyridin-2-yl)phosphanyl)methyl)benzene L3 (py t bpx) is rationally designed and synthesized. Application of this system allows a general alkoxycarbonylation of sterically hindered and demanding olefins including all kinds of tetra-, tri-and 1,1-disubstituted alkenes as well as natural products and pharmaceuticals to the desired esters in excellent yield. Industrially relevant bulk ethylene is functionalized with high activity (TON: >1,425,000; TOF: 44,000 h-1 for initial 18 h) and selectivity (>99%). Given its generality and efficiency, we expect this catalytic system to immediately impact both the chemical industry and research laboratories by providing a practical synthetic tool for the transformation of nearly any alkene into a versatile ester product.

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl, molecular formula is C20H27P. In a Article£¬once mentioned of 224311-51-7, COA of Formula: C20H27P

Catalytic properties of Ru-eta6-C6H6-diphosphine complexes for hydrogenation of benzene in aqueous-organic biphasic system

The influences of pH on the catalytic properties of Ru-eta6-C6H6-diphosphine complex [RuCl(eta6-C6H6)(BISBI)]Cl (1) (BISBI = 2,2?-bis(diphenylphosphinomethyl)-1,1?-biphenyl), [RuCl(eta6-C6H6)(BDPX)]Cl (2) (BDPX = 1,2-bis(diphenylphosphinomethyl)benzene), Ru2Cl4(eta6-C6H6)2(mu2-BDNA) (3) (BDNA = 1,8-bis(diphenylphosphinomethyl)naphthalene), [RuCl(eta6-C6H6)(BISBI)]BF4 (4), [RuCl(eta6-C6H6)(BDPX)]BF4 (5), and [(eta6-C6H6)2Ru2Cl2(mu2-Cl)(mu2-BDNA)]BF4 (6) for the hydrogenation of benzene were investigated in aqueous-organic biphasic system. The hydrogenation of benzene catalyzed by all complexes yielded only cyclohexane. The catalytic results revealed that the stabilities of these complexes were not only closely relative with their compositions or molecular structures but also the pH value of aqueous solution. Complexes 1 and 2 were homogeneous catalysts at pH <5, but complexes 3, 4, 5 and 6 were partly decomposed in the same reaction conditions and played simultaneously the roles of homogeneous and heterogeneous catalysts. When the pH was up to 12, all of six complexes were gradually decomposed to Ru(0) particles. The addition of extra phosphine ligand was favorable to prevent these complexes from decomposing in the catalytic process. The experiment of mercury poisoning and the curve of conversion vs time strongly supported above conclusions. Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data.COA of Formula: C20H27P, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 224311-51-7, in my other articles.

Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Related Products of 224311-51-7, Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn’t involve a screen. 224311-51-7, C20H27P. A document type is Article, introducing its new discovery.

Influence of water on the deprotonation and the ionic mechanisms of a Heck alkynylation and its resultant E-factors

The influence of water on deprotonation and ionic mechanisms of a Heck alkynylation and its resultant E-factors were investigated. Estimation of the Hatta modulus, MH < 0.02, in cationic deprotonation, anionic deprotonation, and the ionic mechanism each separately confirmed an infinitely slow rate of reaction with respect to the diffusive flux within the thin film of the immiscible aqueous-organic interface. As a consequence, intrinsic kinetic expressions for far-equilibrium conditions were derived from first principles for each mechanism. Analyses of Gibbs free energies revealed that water potentially switched the rate-determining steps of cationic and anionic deprotonation to any of oxidative addition of organohalide to form Pd-complex (DeltaG++ = 97.6 kJ mol-1), coordination of the alkyne with the oxidative addition adduct (DeltaG++ = 97.6 kJ mol-1), or ligand substitution to form the cationic Pd-complex (DeltaG++ = 94.9 kJ mol-1). Hydrogen-bonding in the transfer mechanism might account for the switch. Water, in general, was found to influence which step governs each catalytic cycle and the magnitude of its Gibbs free energy. Transformation of the synthesis from batch to continuous-flow was also studied by analyses of E-factors within the thin film. The amount of waste generated, as indicted by estimations of E-factors, was less in continuous-flow operation than in batch when the fastest step of deprotonation (ligand substitution) was infinitely fast with respect to the diffusive flux. The concentration of hydrophilic phosphine ligand was observed to influence mass transport limitations and the E-factor. Increasing ligand concentrations beyond (10.5), (13.3), and (23.2) ¡Á 10-3 mol L-1 for reaction temperatures of 353, 343, and 323 K increased the E-factor above its minimum value of 4.7, and it also induced mass-Transfer-limitations. The switch from intrinsic to mass-Transport-limited kinetics by finite changes in the ligand concentration explains ambiguity when performing aqueous-phase catalyzed Heck alkynylations and possibly multiphase Pd-catalyzed C-C cross-couplings in general. The potential exists to inadvertently mask the reactivity of useful ligands during discovery and to force mass transport limitations during manufacture. Understanding why the E-factor can be minimized is vital to the sustainable discovery and manufacture of fine chemicals, materials, natural products, and pharmaceuticals. If you are hungry for even more, make sure to check my other article about 224311-51-7. Related Products of 224311-51-7

Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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The catalytic hydroaminomethylation of long chain alkenes with dimethylamine in aqueous-organic two-phase system

Hydroaminomethylation of long chain alkenes with dimethylamine was investigated. The reaction was catalyzed by a water-soluble rhodium-phosphine complex, RhCl(CO)(TPPTS)2 [TPPTS: P(m-C6H 4SO3Na)3], in an aqueous-organic two-phase system in the presence of the cationic surfactant cetyltrimethylammonium bromide (CTAB). The reaction was friendly for the environment since it was free from any organic solvent. The addition of the cationic surfactant CTAB accelerated the reaction, apparently due to the micelle effect. The effects of various reaction parameters (such as reaction temperature, pressure, molar ratio of phosphine ligand to rhodium, catalyst concentration, molar ratio of dimethylamine to alkene and chain length of alkenes) on hydroaminomethylation were studied. High reactivity and selectivity for tertiary amine were achieved under relatively mild conditions (130C, 3MPa).

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

In an article, published in an article, once mentioned the application of 224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl,molecular formula is C20H27P, is a conventional compound. this article was the specific content is as follows.Recommanded Product: 224311-51-7

Preparation and catalytic studies of palladium nanoparticles stabilized by dendritic phosphine ligand-functionalized silica

Silica is a prominently utilized heterogeneous metal catalyst support. Functionalization of the silica with poly(ether imine) based dendritic phosphine ligand was conducted, in order to assess the efficacy of the dendritic phosphine in reactions facilitated by a silica supported metal catalyst. The phosphinated poly(ether imine) (PETIM) dendritic ligand was bound covalently to the functionalized silica. For this purpose, the phosphinated dendritic ligand containing an amine at the focal point was synthesized initially. Complexation of the dendritic phosphine functionalized silica with Pd(COD)Cl2 yielded Pd(II) complex, which was reduced subsequently to Pd(0), by conditioning with EtOH. The Pd metal nanoparticle thus formed was characterized by physical methods, and the spherical nanoparticles were found to have >85% size distribution between 2 nm and 4 nm. The metal nanoparticle was tested as a hydrogenation catalyst of olefins. The catalyst could be recovered and recycled more than 10 times, without a loss in the catalytic efficiency.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2016

This is a review of papers published in the year 2016 that focus on the synthesis, reactivity, or properties of compounds containing a carbon-transition metal double or triple bond. Highlights for the year 2016 include: (1) significant advances in the design of new precursors to carbene complex intermediates (e.g. alkynes, triazoles, and tosylhydrazones) that serve as safer alternatives to potentially hazardous diazo compounds, (2) continued vast employment of olefin metathesis for the synthesis of complex small molecules and polymers, including many examples of Z-selective reactions, (3) design of novel transformations employing metallacumulene intermediates, (4) preparation of novel aromatic ring systems incorporating transition elements, (5) use of gold and platinum carbene-mediated transformations of alkynes in complex synthetic organic transformations, and (6) design of novel reaction pathways for capture of transition metal carbenoid intermediates.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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A review of the problem of distinguishing true homogeneous catalysis from soluble or other metal-particle heterogeneous catalysis under reducing conditions

This review considers cases in which a discrete transition-metal complex is used as a precatalyst for reductive catalysis; it focuses on the problem of determining if the true catalyst is a metal-complex homogeneous catalyst or if it is a soluble or other metal-particle heterogeneous catalyst. The various experiments that have been used to distinguish homogeneous and heterogeneous catalysis are outlined and critiqued. A more general method for making this distinction is then discussed. Next, the circumstances that make heterogeneous catalysis probable, and the telltale signs that a heterogeneous catalyst has formed, are outlined. Finally, catalytic systems requiring further study to determine if they are homogeneous or heterogeneous are listed. The major findings of this review are: (i) the in situ reduction of transition-metal complexes to form soluble-metal-particle heterogeneous catalysts is common; (ii) the formation of such a catalyst is easy to miss because colloidal solutions often appear homogeneous to the naked eye; (iii) a variety of experiments have been used to distinguish homogeneous catalysis from heterogeneous catalysis, but there is no single definitive experiment for making this distinction; (iv) experiments that provide kinetic information are key to the correct identification of the true catalyst; and (v) a more general approach for distinguishing homogeneous catalysis from heterogeneous catalysis has been developed. Additionally, (vi) the conditions under which a heterogeneous catalyst is likely to form include: (a) when easily reduced transition-metal complexes are used as precatalysts; (b) when forcing reaction conditions are employed; (c) when nanocluster stabilizers are present; and (d) when monocyclic arene hydrogenation is observed. Finally, (vii) the telltale signs of heterogeneous catalysis include the formation of dark reaction solutions, metallic precipitates, and the observation of induction periods and sigmoidal kinetics.

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Selectivity control in the palladium-catalyzed cross-coupling of alkyl nucleophiles

Site-selectivity remains a major challenge in metal-catalyzed C-H bond functionalization. Most existing strategies rely on the introduction of a directing group or on the intrinsic reactivity of the substrate. In this account article, we describe the development of an alternative strategy based on the migration of an organopalladium species along an alkyl chain, wherein the phosphine ligand controls the cross-coupling site. This concept was first implemented with lithium enolates, and then extended to alpha-zincated alkylamines obtained by directed lithiation and transmetalation. Both the direct and the migrative cross-couplings, which are controlled by simply switching the ligand, furnish synthetically useful organic intermediates.

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

In an article, published in an article, once mentioned the application of 224311-51-7, Name is 2-(Di-tert-Butylphosphino)biphenyl,molecular formula is C20H27P, is a conventional compound. this article was the specific content is as follows.Safety of 2-(Di-tert-Butylphosphino)biphenyl

The catalytic transformation of thiiranes to cyclic disulfides by tungsten carbonyl complexes

This report reviews our recent studies of the catalytic transformations of thiiranes and vinylthiiranes by tungsten pentacarbonyl complexes. Whereas the thiranes yield only macrocyclic polydisulfides, the latter reactions yield only the cyclic monodisulfides known as 3,6-dihydro-1,2-dithiins. (C) 2000 Elsevier Science Ltd All rights reserved.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate