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683345

Sigma-Aldrich

[Pd2(dba)3] x dba

Umicore

Synonym(s):

Tris(dibenzylideneacetone)dipalladium(0), Pd2dba3, Pd2(dba)3

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About This Item

Linear Formula:
(C6H5CH=CHCOCH=CHC6H5)3Pd2
CAS Number:
Molecular Weight:
915.72
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

powder

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

152-155 °C (lit.)

storage temp.

2-8°C

SMILES string

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

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

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Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

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

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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George R Kracke et al.
ChemMedChem, 10(1), 62-67 (2014-11-26)
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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
Zhouen Zhang et al.
Journal of labelled compounds & radiopharmaceuticals, 57(8), 540-549 (2014-07-06)
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Articles

We are happy to offer a series of precatalysts for asymmetric catalysis and Pd based cross coupling catalysis. Our partnership with Umicore allows us to offer a portfolio of metal complexes with batch-to-batch consistency for a plethora of catalytic reactions. 20 different precatalyst complexes are available, providing access to hundred different catalytic reactions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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