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(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE

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(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Basic information
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Chemical Properties
  • alpha -260° ±15° (c 0.5, CHCl3)
  • form Powder
  • color orange
  • CAS DataBase Reference292638-88-1
Safety Information
  • WGK Germany 3
  • HS Code 29319090
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Usage And Synthesis
  • Reaction
    1. Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland. Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products2,3. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic, functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain.4 These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
    2. Useful as a ligand in Pd-catalyzed C-N bond-forming reactions.
    3. Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides.
    4. Asymmetric hydrogenation of ketones and phosphinylketimines.
    5. Michael addition of Grignard reagents to α,α-unsaturated esters and thioesters.
    6. Boration of ∀,∃-unsaturated esters and nitriles.
    7. Reaction of aryl halides with ammonia.
    8. Cu-catalyzed reduction of activated C=C bonds with PMHS.
    9. Regio- and enantioselective hydroboration of vinyl arenes.
    10. Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes.
    11. 1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands.
    12. Catalyst for the homodimerization of ketoketenes.
    13. Ligand for the Rh catalyzed synthesis of lactones.
    14. Ligand for the Cu-catalyzed synthesis of syn and anti γ-amino alcohols.


  • Chemical PropertiesOrange powder
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE(292638-88-1)Related Product Information
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