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

(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Basic information
Reaction
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
EINECS:
Product Categories:Chiral Phosphine;Ferrocene Series;Josiphos Series;organophosphine ligand
Mol File:292638-88-1.mol
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Structure
(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 Reference292638-88-1
Safety Information
WGK Germany 3
HS Code 29319090
MSDS Information
(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.
Reactions of 292638-88-1_1
Reactions of 292638-88-1_2
Reactions of 292638-88-1_3

Chemical PropertiesOrange powder
General Descriptionsold in collaboration with Solvias AG
(R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE Preparation Products And Raw materials
(R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-(S)-JOSIPHOS (R)-(-)-1-[(S)-2-(DI(3,5-DIMETHYL-4-METHOXYPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-1-[(S)-2-[BIS[4-(TRIFLUOROMETHYL)PHENYL]PHOSPHINO]FERROCENYL]-ETHYLDI-TERT-BUTYLPHOSPHINE (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 (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE (R)-(+)-1-((R)-2-(Diphenylphosphino)ferrocenyl)ethyldicyclohexylphosphine BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)PHOSPHINE

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