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  • 88733 - (R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine

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88733 Sigma-Aldrich

(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine

≥97%

Synonym: (2R)-1-[(1R)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene (acc to CAS), Josiphos SL-J009-1

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Properties

Related Categories Asymmetric Synthesis, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis,
Quality Level   100
assay   ≥97%
optical purity   ee: ≥99%
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: catalyst
reaction type: Cross Couplings
functional group   phosphine
SMILES string   [Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(C3CCCCC3)C4CCCCC4)P(C(C)(C)C)C(C)(C)C
InChI   1S/C27H47P2.C5H5.Fe/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;1-2-4-5-3-1;/h14,19-23H,8-13,15-18H2,1-7H3;1-5H;/t21-;;/m1../s1
InChI key   FFFWTQLOUUWUJJ-GHVWMZMZSA-N

Description

General description

(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine (CyPF-tBu) is a chiral ferrocenyl diphosphine ligand.

sold in collaboration with Solvias AG

Application

It may be used as a ligand in the palladium catalyzed hetero cross-coupling between aryl bromides/aryl triflates with potassium thioacetate to form S-aryl thioacetates.

Packaging

1, 5 g in glass bottle

100, 500 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Solvias® Ligand Portfolio for Enantioselective Hydrogenation

Today's Solvias Ligand Portfolio has its roots in the development of the Josiphos ligands and the successful implementation in the (S)-metolachlor process—the largest industrial enantioselective manu...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 14.
Keywords: Alkylations, Aminations, Asymmetric catalysis, Asymmetric synthesis, Building blocks, Catalysis, Coupling reactions, Crystallization, Grignard Reaction, Heck Reaction, Herbicides, Hydroformylations, Hydrogenations, Infrared spectroscopy, Kumada Coupling, Ligands, Michael Addition, Reductions, Supercritical fluid chromatography

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Solvias Chiral Phosphine Ligands - Toolkit for Asymmetric Catalysis

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Keywords: Asymmetric catalysis, Asymmetric synthesis, Catalysis, Individual protein Immunoprecipitation, Ligands

Peer-Reviewed Papers
15

References

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