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  • Product Name:   1,1'-Bis(diphenylphosphino)ferrocene
  • Synonyms:   DPPF;1,1'-FERROCENEDIYL-BIS(DIPHENYLPHOSPHINE);1,1'-FERROCENEBIS(DIPHENYLPHOSPHINE);1,1'-bis(diphenyphosphino)ferrocene;1,1'-bis(diphenyphosphino)ferrocene(dppf)
  • CAS No.:   12150-46-8
  • Molecular Formula:   C34H28FeP2 10*
  • Molecular Weight :   554.38
  • Specification :   98%
  • Place of Origin:   China
  • Appearance :   
  • Document :   Download

Description of 1,1'-Bis(diphenylphosphino)ferrocene
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.
Sensitive  Air Sensitive
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 12150-46-8(CAS DataBase Reference)
NIST Chemistry Reference 1,1'-Bis(diphenylphosphino)ferrocene(12150-46-8)
Safety Information
Hazard Codes  T,Xi,Xn
Risk Statements  25-36/37/38-20/21/22
Safety Statements  22-24/25-45-28A-36-26-36/37/39
RIDADR  3467
WGK Germany  3
F  10-23
TSCA  No
HazardClass  IRRITANT
HS Code  29319090
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 Properties deep yellow crystalline powder
Uses suzuki reaction
Uses Commonly 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 Methods Wash 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
Preparation Products [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)-->N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine-->1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex-->[1,1'-Bis(diphenylphosphino)ferrocene]dichloronickel(II)
Raw materials Sodium hydroxide-->Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->n-Butyllithium-->N,N,N',N'-Tetramethylethylenediamine-->Ferrocene-->Dicyclopentadiene-->Ferrous chloride-->Chlorodiphenylphosphine

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