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681555 Sigma-Aldrich

1-[2-[Bis(tert-butyl)phosphino]phenyl]-3,5-diphenyl-1H-pyrazole

96%

Synonym: TrippyPhos

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling, Non-Proprietary Phosphine Ligands, Phosphine Compounds,
assay   96%
mp   138-142 °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   CC(C)(C)P(c1ccccc1-n2nc(cc2-c3ccccc3)-c4ccccc4)C(C)(C)C
InChI   1S/C29H33N2P/c1-28(2,3)32(29(4,5)6)27-20-14-13-19-25(27)31-26(23-17-11-8-12-18-23)21-24(30-31)22-15-9-7-10-16-22/h7-21H,1-6H3
InChI key   JAIIBHBCNPAPPF-UHFFFAOYSA-N

Description

Application

Catalyst in:
• Palladium-catalyzed cross-coupling-alkyne cyclization
• Heterocyclization of diketones

Non-proprietary ligand for palladium-catalyzed amination or aryl halides including aryl chlorides. Works best when the palladium source is Pd2(dba)3 (328774).

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Aldrich ChemFiles 2007, 7.10, 6.| Non-Proprietary Phosphine Ligands

In the pharmaceutical industry, Pd-catalyzed processes have frequently been relied on for carrying out key bond formations. While there are many ligands that efficiently mediate C–C and C–N bond form...
William Sommer
Aldrich ChemFiles 2007, 7.10, 6.
Keywords: Aminations, Catalysis, Coupling reactions, Cross couplings, Eliminations, Ligands, Pharmaceutical

Peer-Reviewed Papers
15

References

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