638439

(2-Biphenyl)di-tert-butylphosphine

97%

• Sinónimos: (2-Biphenylyl)di-tert-butylphosphine
• Fórmula lineal: C₆H₅C₆H₄P[C(CH₃)₃]₂
• Número de CAS: 224311-51-7
• Peso molecular: 298.40
• Beilstein: 8322131
• Número MDL: MFCD01862440
• Código UNSPSC: 12352002
• ID de la sustancia en PubChem: 24882938
• NACRES: NA.22

Propiedades

• Nivel de calidad: 100
• Ensayo: 97%
• idoneidad de la reacción: reaction type: Cross Couplings; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: C-X Bond Formation; reagent type: ligand; reaction type: Heck Reaction; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp: 86-88 °C (lit.)
• grupo funcional: phosphine
• cadena SMILES: CC(C)(C)P(c1ccccc1-c2ccccc2)C(C)(C)C
• InChI: 1S/C20H27P/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16/h7-15H,1-6H3
• Clave InChI: CNXMDTWQWLGCPE-UHFFFAOYSA-N

Descripción

Descripción general

JohnPhos is a Buchwald′s sterically bulky biaryl phosphine ligand. It is a reactive dialkylbiaryl phosphine ligand which catalyzes the carbon-nitrogen bond-forming reactions. Coordination chemistry of gold catalysts bearing JohnPhos as ligand has been investigated by NMR spectroscopy.

Learn more about Buchwald Phosphine Ligands

Aplicación

Bulky biarylphosphine ligand utilized in the palladium catalyzed Stille cross-coupling reaction.

JohnPhos, a bulky phosphine ligand, was employed as catalyst in the following studies:

• Hydrophenoxylation of unactivated internal alkynes.
• Microwave-mediated Suzuki-Miyaura cross-coupling of benzylic bromides.
• Pharmaceutical synthesis of novel imidazo[1,2-a]pyridines, having potent activity against the herpes virus.
• Barluenga′s coupling of vinyl bromides with hydrazines.
• Pd-catalyzed 2,3-diarylation of α,α-disubstituted-3-thiophenemethanols, via cleavage of C-H and C-C bonds.

Ligand utilized in amination of aryl halides and aryl triflates.

Catalyst for:

• Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides
• Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas
• Regioselective arylation of olefins with aryl chlorides
• Cross-coupling reaction for the synthesis of polyunsaturated macrolactones
• Regioselective O-alkylation reactions
• Sonogashira-type cross coupling

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)