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32005-36-0, Name is Bis(dibenzylideneacetone)palladium, belongs to catalyst-palladium compound, is a common compound. Product Details of 32005-36-0In an article, once mentioned the new application about 32005-36-0.

Xanthene-phosphole ligands: Synthesis, coordination chemistry, and activity in the palladium-catalyzed amine allylation

Two new xanthene-phosphole derivatives, 3 and 4, were synthesized through the nucleophilic substitution of the cyano group in 1-P-cyano-2,5- diphenylphosphole (1) and 1-P-cyano-3,4-dimethylphosphole (2) by the 4,5-dilithium salt of 9,9?-dimethylxanthene. For this, a new synthetic procedure was developed, allowing the synthesis of the required 1-P-cyano-2,5-diphenylphosphole from the 1,2,5-triphenylphosphole. Both ligands (DPP-Xantphos 3 for the diphenyl derivative and DMP-Xantphos 4 for the dimethyl derivative) react with [Pd(allyl)Cl]2 to afford the corresponding cationic complexes 5Cl and 6Cl. Using AgOTf, stable triflate complexes 5OTf and 6OTf could be isolated. The chloride complexes, on the other hand, exhibit a limited stability in solution. The DPP-Xantphos derivative SCl eliminates allyl chloride to yield the dimeric palladium(O) complex 7 of general formula [Pd(3)]2, in which each palladium is coordinated to the two phosphorus atoms of the same ligand and to one double bond of one phosphole unit of the second ligand. Decomposition of complex 6Cl furnished a mixture of compounds featuring a dimeric trinuclear species of general formula [Pd 3(4)2Cl2]. This complex was also synthesized directly. Reaction of the DMP-Xantphos ligand 4 with 1 equiv of [Pd(COD)Cl 2] and 2 equiv of [Pd(dba)2] afforded dimer 8, which features one 18-VE Pd0 center and two Pd-Cl fragments, which are coordinated to the dienic system of the two phosphole ligands and connected through a single Pd-Pd bond. The catalytic activity of the triflate complexes 5OTf and 6OTf was evaluated in the allylation of aniline. Whereas the DMP-Xantphos derivative 6OTf exhibited a poor catalytic activity, very good conversion yields were obtained with the DPP-Xantphos complex 5OTf. On the basis of X-ray structure data and DFT calculations, it was concluded that the high catalytic activity of the DPP-Xantphos derivative complex [Pd(allyl)3]-[OTf] (6OTf) results from the combination of two effects: a large P-Pd-P bite angle, which enhances the reactivity of the allyl ligand, and the strong pi-accepting capacity of the diphenylphosphole moiety, which allows the easy formation of a 14-VE complex.

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

The important role of 32005-36-0

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Efficient and selective Palladium-catalyzed Telomerization of 1,3-Butadiene with Carbon Dioxide

A more efficient telomerization of 1,3-butadiene with carbon dioxide leading to the valuable delta-lactone 1 (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one) is reported. The key to success is the use of a palladium/TOMPP-catalyst system (TOMPP=tris-(o-methoxyphenyl)-phosphine), which provided under optimal conditions significantly increased yields of the desired product and improved catalyst turnover numbers (TON=1500).

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

Extended knowledge of Bis(dibenzylideneacetone)palladium

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Process for preparing ortho-substituted phenylphosphine ligands

Ligand synthesis methods for the preparation of ligands having the formula wherein Q is selected from phosphorus, arsenic and antimony; wherein X1, X2 and X3 are carbon anions; and, wherein R15 is selected from -SO3, -SO2N(R18), -CO2, -PO3, -AsO3, -SiO2, -C(CF3)2O; where R18 is selected from a hydrogen, a halogen, a hydrocarbyl group and a substituted hydrocarbyl group, are disclosed. Also disclosed are methods of complexing the ligands with late transition metals to form catalyst complexes that catalyze polymerization reactions and/or Heck coupling reactions.

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

Discovery of Bis(dibenzylideneacetone)palladium

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Palladium-catalyzed allylic substitution at four-membered-ring systems: Formation of eta1-allyl complexes and electrocyclic ring opening

Caught in the act: A series of unique eta1-allyl palladium complexes of four-membered cyclic systems bearing beta-hydrogens were prepared (see structure). Their unusual structure, reactivity, and unprecedented propensity for undergoing pericyclic reactions were uncovered. Copyright

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

Simple exploration of 53199-31-8

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Unexpected intermolecular Pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners

Aryl-substituted five-membered heteroaromatics have attracted great interest over the past years due to their presence in a large number of pharmaceuticals and natural products. Recently, an advance in the preparation of these scaffolds was achieved by employing a C-H functionalization strategy. This method allows easy access to these biaryl motifs by precluding the necessity of preparing specific coupling partners, although poor regioselectivity is sometimes observed when more than one reactive C-H is present on the substrate. In an effort to circumvent this liability, we envisioned the use of a carboxylic acid moiety as a blocking group that could be later functionalized or removed. Remarkably, the coupling was found to occur exclusively at the position previously occupied by the acid, even in the presence of a reactive C-H group. This selective transformation was also found to proceed with other heteroaromatic carboxylic acids, allowing for the preparation of a variety of aryl-substituted heteroaromatics that would be difficult to obtain via other methods. Copyright

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

Top Picks: new discover of Bis(dibenzylideneacetone)palladium

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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

Selective arylation and vinylation at the alpha position of vinylarenes

In intermolecular Heck reactions of styrene and vinylarenes, the aryl and vinyl groups routinely insert at the beta position. However, selective insertion at the alpha position has been very rare. Herein, we provide a missing piece in the palette of Heck reaction, which gave >20:1 alpha selectivity. The key to our success is a new ferrocene 1,1?-bisphosphane (dnpf) that carries 1-naphthyl groups. Our mechanistic studies revealed that the high alpha selectivity is partly attributable to the steric effect of dnpf. The rigid and bulky 1-naphthyl groups of dnpf sterically disfavor beta insertion. What the Heck! In intermolecular Heck reactions, insertion at the beta position of aromatic olefins is very common, but reversal of the selectivity for selective alpha insertion has been a longstanding problem. A general method to couple aryl and vinyl triflates with aromatic olefins in >20:1 alpha selectivity is presented. The key to this successful approach is a new ferrocene bisphosphane with naphthyl groups on the phosphorus atom (see scheme; OTf=triflate). Copyright

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

Properties and Exciting Facts About Bis(dibenzylideneacetone)palladium

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Syntheses of palladated aryldithioacetals. Unexpected rearrangement involving C-S and C-Pd bonds

The reaction of C6HI(OMe)3-2,3,4- CH(STo)2-6 (1) (To = 4-tolyl) with [Pd(dba)2] (dba = dibezylideneacetone) at room temperature gives [Pd2{kappa2-C,S-CH(STo)(C6H(STo-2) (OMe)3-3,4,5)2 (mu-I)2] (3) or, in the presence of Tl(OTf) (OTf = CF3SO3) and bpy (2,2?-bipyridine), the cationic cyclopalladated complex [Pd{kappa2-C,S-C6H(OMe)3-2,3,4- CH(STo)2-6}(bpy)]OTf (2). 3 reacts with Tl(OTf) and (i) RNC (1:2:4) to give cis-[Pd{kappa2-C,S-CH(STo){C6H(STo-2) (OMe)3-3,4,5}}-CNR)2]OTf [R = 2,6-dimethylphenyl (4), tBu (4?)] or (ii) bpy to give an isometric form of 2, cis-[Pd{kappa2-C,S-CH(STo){C6H(STo-2)(OMe)3- 3,4,5}}(bpy)]OTf (5). The last reaction can be reversed by reacting 5 with NaI. The compound 2 reacts with NaI to give [Pd(C6H(OMe)3- 2,3,4-(CH(STo)2-6)I(bpy)] (6), which can be also prepared by reaction of 1 with [Pd(dba)2] in the presence of bpy. Complex 2 isomerizes to 5 when refluxed in 1,2-dichloroethane. The crystal structures of 2 and 4 have been determined by X-ray diffraction studies.

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

A new application about Bis(tri-tert-butylphosphine)palladium

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Binuclear complexes of Ni(i) from 4-terphenyldithiophenol

Binuclear complexes of Ni(i) have been prepared from a 4-terphenyldithiophenol ligand. Steric effects were found to determine the formation of coordination isomeric structures that differ in the nature of metal-to-ligand bonding. Coordination of spatially demanding phosphine ligands PR3, R = C6H6, C6H11, at nickel sites results in a butterfly shaped thiolate-bridged Ni2(mu-S)2 motif. For smaller PMe3, the central pi-system of the 4-terphenyl backbone adopts a bis-allyl like mu-syn-eta3:eta3-C6H4 structure due to significant d-pi? Ni(i)-to-ligand charge transfer. Delocalisation indices delta(Ni-Ni) derived from DFT calculations provide a metric to assess the strength of electronic coupling of the Ni sites based on solid state structural data, and indicated less strong electronic coupling for the bis-allyl like structure with delta(Ni-Ni) = 0.225 as compared to 0.548 for the Ni2(mu-S)2 structural motif. A qualitative reactivity study toward CNCH3 as an auxiliary ligand has provided the first insight into the chemical properties of the bimetallic complexes presented.

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

Final Thoughts on Chemistry for Bis(dibenzylideneacetone)palladium

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Palladium-Catalyzed Allylation of Cyclopropyl Acetylenes with Oxindoles to Construct 1,3-Dienes

A novel palladium-catalyzed allylic alkylation of oxindoles with cyclopropyl acetylenes has been developed. Various 1,3-diene oxindole framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio-, and stereoselectivities. The reaction exhibited high atom economy and good functional group tolerance.

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

A new application about Bis(dibenzylideneacetone)palladium

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An efficient class of bis-NHC salts: Applications in Pd-catalyzed reactions under mild reaction conditions

This study describes an efficient class of bis-N-heterocyclic carbene (bis-NHC) salts that can be easily made from commercially available and inexpensive starting materials. The application of these salts to Pd-catalyzed reactions is described. The palladium (Pd) catalyst generated in situ was highly effective under mild reaction conditions.

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