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698253 Sigma-Aldrich

Tris(3,5-dimethylphenyl)phosphine

96%

Synonym: Tri-3,5-xylylphosphine

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   96%
mp   160-165 °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
SMILES string   Cc1cc(C)cc(c1)P(c2cc(C)cc(C)c2)c3cc(C)cc(C)c3
InChI   1S/C24H27P/c1-16-7-17(2)11-22(10-16)25(23-12-18(3)8-19(4)13-23)24-14-20(5)9-21(6)15-24/h7-15H,1-6H3
InChI key   XRALRSQLQXKXKP-UHFFFAOYSA-N

Description

Application

Catalyst for:
• Cu / diphosphine-catalyzed asymmetric hydrogenation of heteroaromatic ketones and enones
• Highly selective rhodium-catalyzed hydrogenation reactions
• Classical versus kinetic resolution in preparation of privileged silicon-stereogenic silanaphthalenes

Used for kinetic resolution of donor-functionalized secondary alcohols via Cu-H-catalyzed stereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanes

Used for comparative studies of conformational rigidity of silicon-stereogenic silanes in asymmetric catalysis

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

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

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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