(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Chemical Properties

alpha 

+412° ±15° (c 0.5, CHCl3)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Powder

color 

orange

optical activity

[α]20/D +410±15°, c = 0.5 in chloroform

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

10

HS Code 

29319090

(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)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 ",$-unsaturated esters and thioesters.
6. Boration of ",$-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.

(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE(277306-29-3)Related Product Information

• (S,S)-1-DICYCLOHEXYLPHOSPHINO-2-[1-(DICYCLOHEXYLPHOSPHINO)ETHYL]FERROCENE
• (S)-(R)-JOSIPHOS
• T-BUTYLPHOSPHINE
• (S)-1-[(R)-2-[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENYL]ETHYLDI-TERT-BUTYLPHOSPHINE
• (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE
• TRIISOPROPYLPHOSPHINE
• TERT-BUTYLDIISOPROPYLPHOSPHINE
• DI-T-BUTYL(I-PROPYL)PHOSPHINE
• 1,3-BIS(DIMETHYLPHOSPHINO)PROPANE
• (S)-1-[(R)-2-[DI(1-NAPHTHYL)PHOSPHINO]FERROCENYL]ETHYLDI-TERT-BUTYLPHOSPHINE
• Di-tert-butylphosphine