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901218 Sigma-Aldrich

VPhos Pd G4

95%

  • CAS Number 1848244-57-4

  • Empirical Formula (Hill Notation) C47H64NO4PPdS

  • Molecular Weight 876.47

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Properties

Related Categories Buchwald 4th Generation Palladacycles, Buchwald Ligands and Complexes, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling More...
Quality Level   100
assay   95%
form   powder or crystals
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
storage temp.   room temp

Description

Application

Buchwald palladacycle precatalyst with new biaryl(dialkyl)phosphine ligand, VPhos, has an improved activity profile for the reductive coupling of non-aromatic heterocyclic alkyl bromides. Its combined use with a surfactant system of octanoic acid/sodium octanoate enables Negishi coupling and access to diverse C(sp3)–C(sp2) cross-coupled products.

It is a fourth-generation (G4) Buchwald precatalysts are similar to the third generation (G3) precatalysts except that the amino group on the biphenyl backbone is methylated. This modification helps to prevent the limitations of using the third generation precatalysts. It is air-, moisture-, and thermally stable and shows good solubility in common organic solvents.

Other Notes

An Improved System for the Aqueous Lipshutz–Negishi Cross-Coupling of Alkyl Halides with Aryl Electrophiles

Safety & Documentation

Safety Information

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

Stephen Buchwald Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stephen Buchwald Group – Professor Product Portal
Keywords: Aminations, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Coupling reactions, Cross couplings, Fluorinations, Ligands, Solvents, transformation

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