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ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Phosphine ligand >  (R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE

(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE

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(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE Basic information

Product Name:
(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE
Synonyms:
  • JOSIPHOS SL-J011-1
  • JOSIPHOS SL-J011-2
  • (S,S)-1-[1-(DI-TERT-BUTYLPHOSPHINO)ETHYL]-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENE
  • (S)-1-[(R)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE
  • (R,R)-1-[1-(DI-TERT-BUTYLPHOSPHINO)ETHYL]-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENE
  • (R)-(-)-1-[(S)-2-(BIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYL-DI-T-BUTYLPHOSPHINE
  • (R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE
  • (R)-(-)-1-[(S)-(2-DI-TERT-BUTYLPHOSPHINO)FERROCENYL]ETHYLDI-(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE
CAS:
246231-79-8
MF:
C34H32F6FeP2
MW:
672.41
Product Categories:
  • Josiphos Series
  • Chiral Phosphine
  • metallocene
  • Ferrocene Series
Mol File:
246231-79-8.mol
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(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE Chemical Properties

alpha 
-352° ±10° (c 0.5, CHCl3)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Powder
color 
orange
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29319090

MSDS

  • Language:English Provider:ACROS
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(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE 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 products. 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. 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 α,α-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-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINESupplier

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