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704946 Sigma-Aldrich

SPhos Pd G1, Methyl t-Butyl Ether Adduct

Synonym: (2-Dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) chloride - methyl-t-butyl ether adduct, (SPhos) palladium(II) phenethylamine chloride (1:1 MTBE solvate), Chloro(2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) - methyl-t-butyl ether adduct, SPhos Palladacycle, SPhos precatalyst

  • Linear Formula C34H45ClNO2PPd · CH3OC4H9

  • Molecular Weight 760.72

  •  MDL number MFCD15144765

  •  PubChem Substance ID 329762493

  •  NACRES NA.22

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Properties

Related Categories Buchwald 1st Generation Palladacycles, Buchwald Ligands and Complexes, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling,
Quality Level   100
mp   160-170 °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: catalyst
reaction type: Cross Couplings
SMILES string   COC(C)(C)C.NCCc1ccccc1[Pd]Cl.COc2cccc(OC)c2-c3ccccc3P(C4CCCCC4)C5CCCCC5
InChI   1S/C26H35O2P.C8H10N.C5H12O.ClH.Pd/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21;9-7-6-8-4-2-1-3-5-8;1-5(2,3)6-4;;/h9-11,16-21H,3-8,12-15H2,1-2H3;1-4H,6-7,9H2;1-4H3;1H;/q;;;;+1/p-1
InChI key   CLLOZWOLUBODPC-UHFFFAOYSA-M

Description

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Catalyst for C-N bond forming reaction.

Packaging

1 g in glass bottle

250 mg in glass bottle

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Safety & Documentation

Safety Information

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

Technical Article | Air-Stable Precatalysts for Amination

C–N bond forming cross-couplings typically require a palladium source along with the associated ligands. Most Pd(0) sources are not air-stable, while the commonly employed air-stable Pd(0) source, Pd...
Josephine Nakhla
Chemfiles Volume 10 Article 3
Keywords: Arylations, Chemfiles, Cross couplings, Ligands, Reductions

Related Content

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Palladium catalyzed cross-coupling reactions have revolutionized the way in which molecules are constructed. From the fields of organic synthesis and medicinal chemistry, to materials science and pol...
Keywords: Catalysis, Coupling reactions, Cross couplings, Materials Science, Medicinal chemistry, Organic synthesis, Polymer science, transformation

Buchwald Precatalysts and Ligand Guide

Dialkylbiaryl phospine ligands, and the precatalysts derived from them, are commonly referred to as Buchwald Precatalysts and Ligands. These reagents have developed into a highly valuable class of co...
Keywords: Catalysis, Ligands

Peer-Reviewed Papers
15

References

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