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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Phosphine ligand >  (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE

(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

Product Name:
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE
Synonyms:
  • (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE
  • (R)-1-{(S)-2-[Bis[3,5-bis(trifluoromethyl)phenyl]phosphino]-ferrocenyl}ethyldicy
  • (R)-(-)-1-{(S)-2-(Bis(3,5-di-trifluoromethylphenyl)phosphino]ferrocenyl}ethyldicyclohexylphosphine,min.97%
  • (r,r)-1-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-2-[1-(dicyclohexylphosphino)ethyl]ferrocene (acc to cas)
  • (R)-(-)-1-{(S)-2-[Bis(3,5-di-trifluoromethylphenyl)phosphino]ferrocenyl}ethyldicyclohexylphosphine, min. 97%
  • (R)-(-)-1-{(S)-2-[Bis(3,5-di-trifluoromethylphenyl)phosphino]ferrocenyl}
    ethyldicyclohexylphosphine, min. 97%
  • (R)-(-)-1-{(S)-2-[Bis(3,5-di-trifluoroMethylphenyl)phosphino]ferrocenyl}ethyldicyclohexylphosphine
  • (R)-1-{(SP)-2-[Bis[3,5-bis(trifluoroMethyl)phenyl]phosphino]ferrocenyl}ethyldicyclohexylphosphine
CAS:
292638-88-1
MF:
C40H40F12FeP210*
MW:
866.52
Product Categories:
  • Chiral Phosphine
  • Ferrocene Series
  • organophosphine ligand
  • Josiphos Series
Mol File:
292638-88-1.mol
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(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Chemical Properties

alpha 
-260° ±15° (c 0.5, CHCl3)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Powder
color 
orange
CAS DataBase Reference
292638-88-1
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Safety Information

WGK Germany 
3
HS Code 
29319090
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(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 Properties

Orange powder

General Description

sold in collaboration with Solvias AG

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

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