(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 Basic information
Reaction
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
EINECS:
Product Categories:Josiphos Series;Chiral Phosphine;metallocene;Ferrocene Series
Mol File:246231-79-8.mol
(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE Structure
(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
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 3
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
(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.
Reactions of 246231-79-8_1
Reactions of 246231-79-8_2
Reactions of 246231-79-8_3

Chemical PropertiesOrange powder
General Descriptionsold in collaboration with Solvias AG
(R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE Preparation Products And Raw materials
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-(S)-JOSIPHOS (S)-1-{(R)-2-[DI(2-FURYL)PHOSPHINO]FERROCENYL}ETHYLDI-TERT.-BUTYLPHOSPHINE (R)-(-)-1-[(S)-2-(DI(3,5-DIMETHYL-4-METHOXYPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-(-)-1-[(S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLDI(3,5-DIMETHYLPHENYL)PHOSPHINE (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDI(3,5-DIMETHYLPHENYL)PHOSPHINE Ferrocene (4-TRIFLUOROMETHYLPHENYL)PHOSPHINE TERT-BUTYLDIISOPROPYLPHOSPHINE Di-tert-butylphosphine T-BUTYLPHOSPHINE BIS(4-TRIFLUOROMETHYLPHENYL)PHOSPHINE (R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE DI-T-BUTYL(I-PROPYL)PHOSPHINE (R)-1-[(1S)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLDI-TERT-BUTYLPHOSPHINE Phosphine 1,3-Cyclopentadiene

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