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1,1'-Bis(diphenylphosphino)ferrocene

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1,1'-Bis(diphenylphosphino)ferrocene Basic information
1,1'-Bis(diphenylphosphino)ferrocene Chemical Properties
  • Melting point:181-182 °C (dec.)(lit.)
  • storage temp. 2-8°C
  • form crystal
  • color yellow to orange
  • Water Solubility Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
  • Hydrolytic Sensitivity7: reacts slowly with moisture/water
  • Sensitive Air Sensitive
  • Stability:Stable. Incompatible with strong oxidizing agents.
  • CAS DataBase Reference12150-46-8(CAS DataBase Reference)
  • NIST Chemistry Reference1,1'-Bis(diphenylphosphino)ferrocene(12150-46-8)
Safety Information
MSDS
1,1'-Bis(diphenylphosphino)ferrocene Usage And Synthesis
  • Reaction
    1. Ligand for Pd-catalyzed cross-coupling.
    2. Useful ligand for Pd-catalyzed carbon-nitrogen and carbon-oxygen bond forming procedures.
    3. Ligand for Ni-catalyzed amination of aryl chlorides.
    4. Ligand for Pd-catalyzed conversion of aryl halides to aryl nitriles.
    5. Ligand for Ni-catalyzed Suzuki reactions.
    6. Ni-catalyzed hydroamination of 1,3-dienes.
    7. Pd-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene.
    8. Pd-catalyzed γ-arylation of β,γ-unsaturated ketones.
    9. Ligand for Ru-catalyzed reduction of nitriles to primary amines.
    10. Ligand for Rh-catalyzed alkyne head-to-tail dimerization.
    11. Ligand for Rh-catalyzed cross-coupling
    12. Ligand for Rh-catalyzed olefin isomerization
    13. Ligand for Ni or Rh-catalyzed borylation
    14. Ligand for regioselective Pd-catalyzed hydrophosphinylation of terminal alkynes to form branched alkenes.


  • Chemical Properties1,1'-Bis(diphenylphosphino)ferrocene is deep yellow crystalline powder
  • Usessuzuki reaction
  • Uses1,1'-Bis(diphenylphosphino)ferrocene used coordination compound in synthesis, readily forms complexes with various metals, i.e. when reacting with the acetonitrile or benzonitrile complexes of PdCl2 it forms (dppf)PdCl2, which i s a popular reagent for palladium-catalyzed coupling reactions.
  • Purification MethodsWash it with distilled H2O and dry it in a vacuum. Dissolve it in ca 5 parts of hot dioxane and cool to give orange crystals m 181-183o. Recrystallisation from *C6H6/heptane (1:2) gives a product with m 183-184o. [Bishop et al. J Organomet Chem 27 241 1971.]
1,1'-Bis(diphenylphosphino)ferrocene Preparation Products And Raw materials
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