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

(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE Basic information
Reactions
Product Name:(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE
Synonyms:r-np-xyl;1,2,3,4,5-Cyclopentanepentayl, compd. with 1-[(1S)-1-[bis(3,5-dim ethylphenyl)phosphino]ethyl]-2-(di-1-naphthalenylphosphino)-1,2,3 ,4,5-cyclopentanepentayl, iron salt (1:1:1);(r,r)-1-{1-[bis(3,5-dimethylphenyl)phosphino]ethyl}-2-[di(1-naphthyl)phosphino]ferrocene (acc to cas);(2R)-1-[(1R)-1-[BIS(3,5-DIMETHYLPHENYL)PHOSPHINO]ETHYL]-2-(DI-1-NAPHTHALENYLPHOSPHINO)FERROCENE;(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino) ferrocenyl]ethyldi-3,5-xylylphosphine, min. 97%;(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino)ferrocenyl]eth;(R)-(-)-1-[(S)-2-(Di-1-naphthylphosphino)ferrocenyl]ethyldi-3,5-xylylphosphine,Min.97%;(R)-1-{(SP)-2-[Di(1-naphthyl)phosphino]ferrocenyl}ethyldi(3,5-xylyl)phosphine
CAS:851308-40-2
MF:C43H39P2.C5H5.Fe
MW:738.669
EINECS:
Product Categories:Josiphos Series;Chiral Phosphine;organometallic complex;Ferrocene Series
Mol File:851308-40-2.mol
(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE Structure
(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE Chemical Properties
alpha -163° ±10° (c 0.5, CHCl3)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Powder
color orange
CAS DataBase Reference851308-40-2
Safety Information
WGK Germany 3
HS Code 29319090
MSDS Information
(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE Usage And Synthesis
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.
Reactions of 851308-40-2_1
Reactions of 851308-40-2_2
Chemical PropertiesOrange powder
General Descriptionsold in collaboration with Solvias AG
(R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE Preparation Products And Raw materials
(AS,AS)-1,1#-BIS[-(DIMETHYLAMINO)BENZYL]-(R,R)-2,2#-BIS(DIPHENYLPHOSPHINO (S)-1-{(R)-2-[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENYL}-ETHYLDI(3,5 (R)-1-[(S)-2-(DI-TERT.-BUTYLPHOSPHINO)FERROCENYL]ETHYLDIPHENYLPHOSPHINE (S,S)-(-)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis(diphenylphosphino)ferrocene (S)-1-[(R)-2-[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENYL}ETHYLDI-TERT (S)-1-[(R)-2-(DI-TERT.-BUTYLPHOSPHINO)FERROCENYL]ETHYLDIPHENYLPHOSPHINE (S)-1-{(R)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE (R)-1-{(S)-2-[DI(2-FURYL)PHOSPHINO]FERROCENYL}ETHYLBIS(2-METHYLPHENYL)PHOSPHINE (R)-1-[(S)-2-[DI(2-FURYL)PHOSPHINO]FERROCENYL]ETHYLDI(3,5-XYLYL)PHOSPHINE (R)-1-[(S)-2-[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENYL}ETHYLDI-TERT (R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI-TERT.-BUTYLPHOSPHINE (R)-1-{(S)-2-[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENYL}-ETHYLDI(3,5 (S)-1-{(R)-2-[DI(2-FURYL)PHOSPHINO]FERROCENYL}ETHYLBIS(2-METHYLPHENYL)PHOSPHINE (S)-1-{(R)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI-TERT.-BUTYLPHOSPHINE (R)-1-{(S)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL}ETHYLDI(3,5-XYLYL)PHOSPHINE 1,3-Bis(diphenylphosphino)propane 1,3-BIS(PHENYLPHOSPHINO)PROPANE 1,6-Bis(diphenylphosphino)hexane

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