Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

Tris(dibenzylideneacetone)dipalladium(0)

Base Information Edit
  • Chemical Name:Tris(dibenzylideneacetone)dipalladium(0)
  • CAS No.:51364-51-3
  • Molecular Formula:C51H42O3Pd2
  • Molecular Weight:915.733
  • Hs Code.:28439000
  • European Community (EC) Number:610-654-4,620-687-6,932-667-7
  • Wikipedia:Tris(dibenzylideneacetone)dipalladium(0)
  • Mol file:51364-51-3.mol
Tris(dibenzylideneacetone)dipalladium(0)

Synonyms:tris(dibenzylideneacetone)dipalladium;Tris-DBA

Suppliers and Price of Tris(dibenzylideneacetone)dipalladium(0)
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Tris(dibenzylideneacetone)dipalladium
  • 10g
  • $ 290.00
  • TCI Chemical
  • Tris(dibenzylideneacetone)dipalladium(0) >75.0%(T)
  • 5g
  • $ 412.00
  • TCI Chemical
  • Tris(dibenzylideneacetone)dipalladium(0)
  • 200MG
  • $ 23.00
  • TCI Chemical
  • Tris(dibenzylideneacetone)dipalladium(0) >75.0%(T)
  • 1g
  • $ 83.00
  • Strem Chemicals
  • Tris(dibenzylideneacetone)dipalladium(0)
  • 5g
  • $ 275.00
  • Strem Chemicals
  • Tris(dibenzylideneacetone)dipalladium(0)
  • 1g
  • $ 69.00
  • Strem Chemicals
  • Tris(dibenzylideneacetone)dipalladium(0)
  • 25g
  • $ 1103.00
  • Sigma-Aldrich
  • Tris(dibenzylideneacetone)dipalladium(0) 97%
  • 500g
  • $ 7710.00
  • Sigma-Aldrich
  • Tris(dibenzylideneacetone)dipalladium(0) 97%
  • 100g
  • $ 3130.00
  • Sigma-Aldrich
  • Tris(dibenzylideneacetone)dipalladium(0) 97%
  • 50g
  • $ 1150.00
Total 180 raw suppliers
Chemical Property of Tris(dibenzylideneacetone)dipalladium(0) Edit
Chemical Property:
  • Appearance/Colour:dark purple solid 
  • Melting Point:152-155 °C 
  • Boiling Point:400.7 °C at 760 mmHg 
  • Flash Point:176.2 °C 
  • PSA:51.21000 
  • LogP:10.47090 
  • Storage Temp.:2-8°C 
  • Sensitive.:Air & Moisture Sensitive 
  • Solubility.:Soluble in chlorinated solvents, benzene and THF. 
  • Water Solubility.:insoluble 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:12
  • Exact Mass:916.12077
  • Heavy Atom Count:56
  • Complexity:272
Purity/Quality:

99% *data from raw suppliers

Tris(dibenzylideneacetone)dipalladium *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 20/22-36-40 
  • Safety Statements: 24/25-36/37 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.[Pd].[Pd]
  • Isomeric SMILES:C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.[Pd].[Pd]
  • General Description Tris(dibenzylideneacetone)dipalladium (Pd2(dba)3) is a widely used palladium(0) catalyst in various cross-coupling reactions, including Suzuki-Miyaura, Sonogashira, and Buchwald-Hartwig couplings, as well as in cyclization and fluorination reactions. It serves as a precursor for active palladium species, enabling efficient bond formation in organic synthesis. The catalyst is particularly valued for its versatility, high reactivity, and compatibility with diverse functional groups, making it essential in the synthesis of pharmaceuticals, natural products, and functional materials. Its role in selective transformations, such as enantioselective fluorination and cyclopalladation, highlights its importance in modern synthetic chemistry.
Technology Process of Tris(dibenzylideneacetone)dipalladium(0)

There total 3 articles about Tris(dibenzylideneacetone)dipalladium(0) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
In acetone; at 40 ℃; for 2h; Temperature; Inert atmosphere;
Guidance literature:
With sodium acetate; In methanol; at 40 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b03002
Refernces Edit

A facile palladium-catalyzed route to 2,5,7-trisubstituted indoles

10.1016/j.tet.2015.10.002

The study presents a facile and general method for synthesizing 2,5,7-trisubstituted indoles, which are significant in pharmaceuticals and natural compounds due to their biological activity. The researchers utilized a one-pot Sonogashira cross-coupling reaction followed by a palladium-catalyzed cyclization to construct the indole rings from readily available 2-bromo-6-iodo-4-substituted and 2-bromo-4-chloro-6-iodoanilines. Further functionalization at the C7 and C5 positions was achieved through alkynylations, Suzuki-Miyaura cross-couplings, and Buchwald-Hartwig C-N bond forming reactions. The methodology offers high yields, simplicity, and versatility, making it valuable for the synthesis of biologically active compounds. The study also includes one-pot protocols for the synthesis of these complex indole derivatives, enhancing the efficiency of the process.

High performance siloxane-containing polymers

10.1080/15421400490478920

The research focuses on the synthesis and characterization of high-performance siloxane-containing polymers. The study employs catalytic cross-dehydrocoupling polymerization of silane and water, and deaminative polymerization between silanol and aminosilane to create silicon-containing polymers with a controlled structure. Key reactants include 1,4-bis(hydroxydimethylsilyl)benzene (BHSB), difunctional silane or siloxane, and n-hexylamine-2-ethylhexoate, which acts as a catalyst for silanol condensation. The research also investigates the use of Pd2(dba)3 as a catalyst and the synthesis of optically active siloxane materials from specific optically active building blocks. Various analyses are used throughout the experiments, including nuclear magnetic resonance (NMR), infrared (IR) spectroscopy, gel permeation chromatography (GPC), vapor pressure osmometry (VPO), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and polarimetry for the determination of molecular weights, chemical structures, thermal properties, and optical activities of the synthesized polymers.

Selective cyclopalladation of R3P=NCH2Aryl iminophosphoranes. Experimental and computational study

10.1021/ic701144y

The research focuses on the selective cyclopalladation of iminophosphoranes, specifically R3PdNCH2Aryl compounds, through experimental and computational studies. The reactants include various iminophosphoranes with different substituents at the phosphorus and aryl rings, such as 1a to 1g, which are palladated with Pd(OAc)2 or Pd2(dba)3. The experiments involve the palladation of these iminophosphoranes, leading to the formation of orthopalladated complexes, which are characterized as either endo or exo isomers based on the position of the palladium atom relative to the ligand. The analyses used to determine the structure and properties of the resulting complexes include IR and NMR spectroscopy, which provide insights into the bonding and geometry of the complexes. Computational studies using DFT methods were also employed to understand the reaction mechanisms and to explain the kinetic and thermodynamic preferences for endo versus exo palladation, as well as the influence of solvent and temperature on the reaction selectivity.

Palladium-catalyzed regio- and enantioselective fluorination of acyclic allylic halides

10.1021/ja206960k

The research focuses on the development of a Pd(0)-catalyzed, highly regio- and enantioselective fluorination method for the synthesis of branched allylic fluorides from linear allylic chlorides and bromides. This method overcomes previous synthetic limitations and introduces a chiral bisphosphine-ligated palladium catalyst, which enables the preparation of a class of branched allylic fluorides that can be further diversified into valuable fluorinated products. The study involves the use of various ligands, solvents, and reagents, such as Pd2(dba)3, AgF, and different bidentate phosphines, to optimize the reaction conditions. The experiments conducted include the evaluation of ligand bite angles, solvent effects, and the influence of substrate structure on the reaction's selectivity. Analytical techniques used to assess the outcomes include gas chromatography (GC), high-performance liquid chromatography (HPLC), and nuclear magnetic resonance (NMR) to determine yields, regioselectivity, and enantiomeric excess (ee) of the products. The optimized process demonstrates broad substrate scope, operational simplicity, and unprecedented functional group tolerance, leading to the synthesis of a wide range of synthetically valuable fluorinated products.

Cross-coupling reaction of allylic and benzylic carbonates with organo[2-(hydroxymethyl)phenyl]dimethylsilanes

10.1246/cl.2007.606

The research discusses a novel cross-coupling reaction involving allylic and benzylic carbonates with organo[2-(hydroxymethyl)phenyl]dimethylsilanes, facilitated by a palladium catalyst without the need for any activator. The purpose of this study was to develop a more stable and non-toxic alternative to conventional cross-coupling reactions for synthesizing 1,4-diene and diarylmethane products, which are common in natural products and pharmaceuticals. The researchers found that a variety of functional groups were tolerated, leading to a diverse range of products with high chemoselectivity. Key chemicals used in the process include organo[2-(hydroxymethyl)phenyl]dimethylsilanes (1), allylic and benzylic carbonates (2 and 5), Pd2(dba)3 as the palladium catalyst, and (2-thienyl)3P as a ligand.

Post RFQ for Price