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919772

Sigma-Aldrich

Tris(dibenzylideneacetone)dipalladium(0) ChemBeads

Synonym(s):

Pd2dba3, Pd2(dba)3

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About This Item

Linear Formula:
(C6H5CH=CHCOCH=CHC6H5)3Pd2
CAS Number:
51364-51-3
Molecular Weight:
915.72
MDL number:
MFCD00013310

form

solid

Quality Level

100

composition

~ 5 wt.% loading of catalyst

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

storage temp.

2-8°C

SMILES string

O=C(/C=C/c1ccccc1)/C=C/c2ccccc2.O=C(/C=C/c3ccccc3)/C=C/c4ccccc4.O=C(/C=C/c5ccccc5)/C=C/c6ccccc6.[Pd].[Pd]

InChI

1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;

InChI key

CYPYTURSJDMMMP-WVCUSYJESA-N

Related Categories

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Reactant involved in:
  • Synthesis of nanosized palladium phosphides upon interaction with white phosphorous
  • Preparation of palladium triphenylphosphine carbonyl cluster complexes
  • Precursor for synthesis of functionalized multiwalled carbon nanotube-palladium complexes used as catalysts for Heck coupling reactions
  • Selective carbon-sulfur bond formation via addition of S-S and S-H bonds to alkynes

Catalyst for:
  • Suzuki cross-coupling reactions
  • PCN- and PCS-pincer palladium complex catalyzed tandem allylation
Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Catalyst for C-C and C-N bond formation especially Suzuki, Heck coupling reaction

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Learn more about ChemBeads products
For larger scale uses, product also available in powdered form (328774)

Other Notes

High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads

Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation

ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

Legal Information

Tris(dibenzylideneacetone)dipalladium(0) is Product of Umicore

Additional information available at www.pmc.umicore.com

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H317 - H350i - H412

Hazard Classifications

Aquatic Chronic 3 - Carc. 1B Inhalation - Skin Sens. 1

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ1038

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George R Kracke et al.
ChemMedChem, 10(1), 62-67 (2014-11-26)
Clinically there is a need for local anesthetics with a greater specificity of action on target cells and longer duration. We have synthesized a series of local anesthetic derivatives we call boronicaines in which the aromatic phenyl ring of lidocaine
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of
Michael J Ardolino et al.
Tetrahedron, 71(37), 6409-6413 (2015-08-19)
While Pd-catalyzed allyl-allyl cross-couplings in the presence of small-bite-angle bidentate ligands reliably furnish the branched regioisomer with high levels of selectivity, cross-couplings in the presence of large-bite-angle bidentate ligands give varying, often unpredictable, levels of selectivity. In a combined computational

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