292638-88-1

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 NO: 292638-88-1
• Molecular Formula: C₄₀H₄₀F₁₂FeP₂
• Molecular Weight: 866.52
• Product Categories: organophosphine ligand;Chiral Phosphine;Ferrocene Series;Josiphos Series
• Mol File: 292638-88-1.mol
• Article Data: 0

Chemical Properties

• Appearance: orange/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE(292638-88-1)
• EPA Substance Registry System: (R)-(-)-1-[(S)-2-(DI(3,5-BIS-TRIFLUOROMETHYLPHENYL)PHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE(292638-88-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 292638-88-1(Hazardous Substances Data)

Usage

Reaction

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. Useful as a ligand in Pd-catalyzed C-N bond-forming reactions. Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides. Asymmetric hydrogenation of ketones and phosphinylketimines. Michael addition of Grignard reagents to α,α-unsaturated esters and thioesters. Boration of ?,?-unsaturated esters and nitriles. Reaction of aryl halides with ammonia. Cu-catalyzed reduction of activated C=C bonds with PMHS. Regio- and enantioselective hydroboration of vinyl arenes. Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes. 1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands. Catalyst for the homodimerization of ketoketenes. Ligand for the Rh catalyzed synthesis of lactones. 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

InChI:InChI=1/C35H35F12P2.C5H5.Fe/c1-21(48(26-9-4-2-5-10-26)27-11-6-3-7-12-27)30-13-8-14-31(30)49(28-17-22(32(36,37)38)15-23(18-28)33(39,40)41)29-19-24(34(42,43)44)16-25(20-29)35(45,46)47;1-2-4-5-3-1;/h8,13-21,26-27H,2-7,9-12H2,1H3;1-5H;/t21-;;/m0../s1