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Merck
CN

919772

Tris(dibenzylideneacetone)dipalladium(0) ChemBeads

solid

Synonym(s):

Pd2dba3, Pd2(dba)3

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About This Item

Linear Formula:
(C6H5CH=CHCOCH=CHC6H5)3Pd2
CAS Number:
Molecular Weight:
915.72
NACRES:
NA.22
UNSPSC Code:
12161600
MDL number:
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Product Name

Tris(dibenzylideneacetone)dipalladium(0) ChemBeads,

Quality Level

product line

ChemBeads

form

solid

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

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)

Legal Information

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

Additional information available at www.pmc.umicore.com


pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

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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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



Global Trade Item Number

SKUGTIN
919772-1G04065265451543
919772-250MG04065265451550