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177261 Sigma-Aldrich

DPPF

Green Alternative

97%

Synonym: 1,1′-Ferrocenediyl-bis(diphenylphosphine), dppf

  • CAS Number 12150-46-8

  • Empirical Formula (Hill Notation) C34H28FeP2

  • Molecular Weight 554.38

  •  MDL number MFCD00001422

  •  PubChem Substance ID 24850625

  •  NACRES NA.22

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Properties

Related Categories 12 Principles Aligned Products, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis, Catalysis and Inorganic Chemistry,
Quality Level   200
assay   97%
reaction suitability   reagent type: catalyst
reaction type: Cross Couplings
  reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reagent type: ligand
reaction type: Carbonylations
  reagent type: ligand
reaction type: Ene Reaction
  reagent type: ligand
reaction type: Heck Reaction
  reagent type: ligand
reaction type: Negishi Coupling
  reagent type: ligand
reaction type: Sonogashira Coupling
  reagent type: ligand
reaction type: Stille Coupling
  reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
reaction type: Tsuji-Trost Reaction
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   181-182 °C (dec.) (lit.)
functional group   phosphine
SMILES string   [Fe].[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6
InChI   1S/2C17H14P.Fe/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;/h2*1-14H;
InChI key   HPXNTHKXCYMIJL-UHFFFAOYSA-N

Description

General description

Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing.

Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology

Ligand used in a Pd(II)-catalyzed cross-coupling synthesis of oxazepine ring systems.

Packaging

1, 10, 25 g 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

Development of Pd/C-Catalyzed Cyanation of Aryl Halides

An orthogonal set of catalyst systems has been developed for the Suzuki?Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for t...

Peer-Reviewed Papers
15

References

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