928364

XPhos ChemBeads

• Synonyme(s) : 2-Dicyclohexylphosphino-2’,4’,6’-triisopropylbiphenyl
• Formule empirique (notation de Hill): C₃₃H₄₉P
• Numéro CAS: 564483-18-7
• Poids moléculaire : 476.72
• Numéro MDL: MFCD04117682
• Code UNSPSC : 12352103
• Nomenclature NACRES : NA.82

Propriétés

• Pureté: ~6 wt.% loading of catalyst
• Niveau de qualité: 100
• Forme: solid
• Pertinence de la réaction: reagent type: catalyst; reaction type: Cross Couplings
• Ampleur du marquage: ~6 wt. % loading of catalyst
• InChI: 1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3
• Clé InChI: UGOMMVLRQDMAQQ-UHFFFAOYSA-N

Description

Description générale

XPhos [2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable electron-rich biaryl monophosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

For larger scale uses, product also available in powdered form (638064)

Application

Preferred ligand for greener Sonogashira coupling in TPGS-750-M.

• Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.
• Along with pre-milled palladium(II) acetate as a pre-catalyst for the Stille cross-coupling of aryl chlorides with tributylarylstannanes to form the corresponding biaryl compounds.
• Along with platinum chloride to catalyze the hydrosilylation of terminal arylalkynes with silanes to form functionalized β-(E)-vinylsilanes.
• Ligand used in a Pd-catalyzed Suzuki coupling leading to C-15 analogs of vindoline.Direct annulation of 2-haloanilines to indoles and tryptophans catalyzed by Pd. Synthesis of regioregular polythiophenes.
  
  ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

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Autres remarques

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ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H350i
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Carc. 1B Inhalation
• Code de la classe de stockage: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3