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759171 Sigma-Aldrich

CPhos

98%

Synonym: 2-Dicyclohexylphosphino-2′,6′-bis(N,N-dimethylamino)biphenyl

  • CAS Number 1160556-64-8

  • Empirical Formula (Hill Notation) C28H41N2P

  • Molecular Weight 436.61

  •  MDL number MFCD27978504

  •  PubChem Substance ID 329766759

  •  NACRES NA.22

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Properties

Related Categories Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling,
assay   98%
mp   108-113 °C
functional group   phosphine
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: ligand
reaction type: Cross Couplings
SMILES string   CN(C)C(C=CC=C1N(C)C)=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4
InChI   1S/C28H41N2P/c1-29(2)25-19-13-20-26(30(3)4)28(25)24-18-11-12-21-27(24)31(22-14-7-5-8-15-22)23-16-9-6-10-17-23/h11-13,18-23H,5-10,14-17H2,1-4H3
InChI key   DRNAQRXLOSUHBQ-UHFFFAOYSA-N

Description

Application

CPhos can be used:
• As a ligand in the Pd-catalyzed synthesis of 3-cyclopentylindole derivatives, dihydrobenzofurans and trans-bicyclic sulfamides.
• To synthesize palladacycle precatalysts for Negishi coupling of secondary alkylzinc.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Cross-Coupling Highly Selective Palladium-Catalyzed Secondary Alkylzinc Reagents with Heteroaryl Halides

The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of atseries of biarylphosphine ligands has led to the i...
Keywords: Catalysis, Eliminations, Gas chromatography, Ligands, Negishi Coupling, Nuclear magnetic resonance spectroscopy, Oxidative additions, Reductive eliminations

Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides | Materials & Procedure

The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of atseries of biarylphosphine ligands has led to the i...
Keywords: Catalysis, Eliminations, Gas chromatography, Ligands, Negishi Coupling, Nuclear magnetic resonance spectroscopy, Oxidative additions, Reductive eliminations

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

Peer-Reviewed Papers
15

References

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