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851308-40-2

851308-40-2 Structure

851308-40-2 Structure
IdentificationBack Directory
[Name]

(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE
[CAS]

851308-40-2
[Synonyms]

(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino)ferrocenyl]eth
(R)-1-[(S)-2-(Di-1-naphtylphosphino)ferrocenyl]-ethyl-di-3,5-xylylphosphine
(R)-1-{(SP)-2-[Di(1-naphthyl)phosphino]ferrocenyl}ethyldi(3,5-xylyl)phosphine
(R)-1-{(SP)-2-[Di(1-naphthyl)phosphino]ferrocenyl}ethyldi(3,5-xylyl)phosphine >=97%
(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino)ferrocenyl]ethyldi-3,5-xylylphosphine,Min.97%
(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino) ferrocenyl]ethyldi-3,5-xylylphosphine, min. 97%
(r,r)-1-{1-[bis(3,5-dimethylphenyl)phosphino]ethyl}-2-[di(1-naphthyl)phosphino]ferrocene (acc to cas)
[Molecular Formula]

C43H39P2.C5H5.Fe
[MDL Number]

MFCD08561162
[MOL File]

851308-40-2.mol
[Molecular Weight]

738.669
Chemical PropertiesBack Directory
[alpha ]

-163° ±10° (c 0.5, CHCl3)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

Powder
[color ]

orange
[CAS DataBase Reference]

851308-40-2
Hazard InformationBack Directory
[Chemical Properties]

Orange powder
[General Description]

sold in collaboration with Solvias AG
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29319090
Questions And AnswerBack Directory
[Reactions]

  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.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 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.
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