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701998 Sigma-Aldrich

[1,1′-Bis(di-cyclohexylphosphino)ferrocene]dichloropalladium(II)

98%

Synonym: PdCl2(dcypf)

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium Catalysts
assay   98%
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  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   294-300 °C
storage temp.   −20°C
SMILES string   [Fe].Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(C2CCCCC2)C3CCCCC3.[CH]4[CH][CH][C]([CH]4)P(C5CCCCC5)C6CCCCC6
InChI   1S/2C17H26P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*7-8,13-16H,1-6,9-12H2;2*1H;;/q;;;;;+2/p-2
InChI key   HRAMBTUEZQOQRK-UHFFFAOYSA-L

Description

Application

1,1′-Bis(di-cyclohexylphosphino)ferrocene]dichloropalladium(II) or (Pd(dcpf)Cl2) can be used as a catalyst in the synthesis of:
• α, β-unsaturated amides by hydroaminocarbonylation of alkynes with tertiary amines.
• Quinazoline derivatives via Suzuki-Miyaura coupling reaction between of quinazolines containing unprotected NH2 group and arylboronic acids.
• α-aryl carbonyl compounds by α-arylation of ketones with aryl chlorides and aryl bromides.

Packaging

1 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Amination of Aryl Halides

The Buchwald-Hartwig amination reaction, or the coupling between an aryl halide and an amine, is extremely important in various areas of both academic and industrial research. The amination of aryl c...
Josephine Nakhla
Aldrich ChemFiles 2009, 9.2, 11.
Keywords: Aminations, Buchwald-Hartwig amination, Catalysis, Chemfiles, Ligands

BRIDP Catalysts

Researchers at Takasago developed two phosphine-based ligands for the Buchwald-Hartwig amination reaction with successful results for the cross-coupling of a wide array of amines and aryl halides. Th...
Josephine Nakhla
Aldrich ChemFiles 2009, 9.2, 11.
Keywords: Aminations, Arylations, Buchwald-Hartwig amination, Catalysis, Chemfiles, Cross couplings, Electronics, Ligands

Ferrocenyl Based Ligands and Catalysts

Hartwig and co-workers have reported the use of the electron-rich and bulky ligand 1,1’-bis(di-tert-butylphosphino)ferrocene for the amination of aryl halides and for the first amination of aryl tosy...
Josephine Nakhla
Aldrich ChemFiles 2009, 9.2, 11.
Keywords: Aminations, Catalysis, Chemfiles, Eliminations, Ligands, Oxidative additions, Reductive eliminations

Peer-Reviewed Papers
15

References

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