638021

2-Dicyclohexylphosphino-2′-(N,N-dimethylamino)-biphenyl

97%

• Synonym(e): DavePhos
• Empirische Formel (Hill-System): C₂₆H₃₆NP
• CAS-Nummer: 213697-53-1
• Molekulargewicht: 393.54
• MDL-Nummer: MFCD02183572
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 24882905
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 97%
• Eignung der Reaktion: reaction type: Cross Couplings; reagent type: ligand; reaction type: Arylations; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Hydroaminations; reagent type: ligand; reaction type: Kumada Coupling; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp (Schmelzpunkt): 121-124 °C (lit.)
• Funktionelle Gruppe: phosphine
• SMILES String: CN(C)c1ccccc1-c2ccccc2P(C3CCCCC3)C4CCCCC4
• InChI: 1S/C26H36NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h9-12,17-22H,3-8,13-16H2,1-2H3
• InChIKey: ZEMZPXWZVTUONV-UHFFFAOYSA-N

Beschreibung

Anwendung

Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines.

DavePhos may be used as a ligand in the following reactions:

• Palladium catalyzed sp³ arylation of 2-substituted-N-iminopyridinium ylides with different aryl chlorides to yield functionalized pyridines.
• Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.
• C-C Coupling of 3-haloquinolines with aryl sulfinates via palladium-catalyzed desulfitative arylation to form the corresponding biaryl compounds.

Useful ligand for Pd-catalyzed C-N bond formation; amination of aryl halides containing hydroxyl, amide, or enolizable ketones.

Rechtliche Hinweise

Usage subject to US Patents 6307087 and 6395916.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves