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Merck
CN

938718

Sigma-Aldrich

Pd(COD)(DQ)

greener alternative

>95%, powder or crystals

Synonym(s):

(1,5-Cyclooctadiene)(duroquinone) palladium(0), Pd(COD)(DQ) (COD=1,5-cyclooctadiene,DQ=duroquinone)

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About This Item

Empirical Formula (Hill Notation):
C18H24O2Pd
CAS Number:
86228-59-3
Molecular Weight:
378.80
NACRES:
NA.21

Key Documents

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Product Name

Pd(COD)(DQ), >95%

Quality Level

100

Assay

>95%

form

powder or crystals

reaction suitability

reagent type: catalyst
core: palladium
reaction type: Buchwald-Hartwig Amination
reagent type: catalyst
core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: catalyst
core: palladium
reaction type: Cross Couplings
reagent type: catalyst
core: palladium
reaction type: Heck Reaction
reagent type: catalyst
core: palladium
reaction type: Hiyama Coupling
reagent type: catalyst
core: palladium
reaction type: Miyaura Borylation Reaction

greener alternative product characteristics

Catalysis
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color

light brown to dark brown

greener alternative category

Aligned

storage temp.

2-8°C

SMILES string

O=C(C(C)=C(C1=O)C)C(C)=C1C.C[Pd](C)(C)C.C2C/C=C\CC/C=C\2

InChI

InChI=1S/C10H12O2.C8H12.Pd/c1-5-6(2)10(12)8(4)7(3)9(5)11;1-2-4-6-8-7-5-3-1;/h1-4H3;1-2,7-8H,3-6H2;/b;2-1-,8-7-;

InChI key

LDTNOVDKFHVJGF-GHDUESPLSA-N

Related Categories

General description

Pd(COD)(DQ) is a rare example of a robust, air-stable, phosphine free 18 electron Pd(0) complex. The complex easily undergoes facile ligand exchange with a range of ancilliary ligands to give useful palladium compounds suitable for a range of catalytic transformations.
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Application

Zero-valent palladium species are active catalytic species in a range of useful catalytic reactions, including C-C coupling, C-N coupling, allylic substituion and alkene funcitonilizaiton reactions.

Features and Benefits

Pd(COD)(DQ) offers:

  • High thermal and air stability.
  • Benign ligands that do not interfere in catalytic reactions once ligand exchange has occurred.
  • Good solution stability.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000480963
0000480963
0000476029
0000476029
0000475101

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Chiara Colletto et al.
Chemical communications (Cambridge, England), 53(96), 12890-12893 (2017-11-17)
We have discovered that the dba ligand in the commonly used Pd2(dba)3·CHCl3 cross-coupling pre-catalyst is susceptible to bis-arylation when used in the presence of aryl iodides. The in situ formed dbaAr2 ligands result in Pd-species with altered catalytic activity. In

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