901220

EPhos Pd G4

• Synonym(s): [Dicyclohexyl[3-(1-methylethoxy)-2′,4′,6′-tris(1-methylethyl)[1,1′-biphenyl]-2-yl]phosphine-κP](methanesulfonato-κO)[2′-(methylamino-κN)[1,1′-biphenyl]-2-yl-κC]palladium
• Empirical Formula (Hill Notation): C₅₀H₇₀NO₄PPdS
• CAS Number: 2132978-44-8
• Molecular Weight: 918.55
• UNSPSC Code: 12352128

Properties

• form: powder or crystals
• Quality Level: 100
• feature: generation 4
• 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: catalyst; reaction type: Cross Couplings
• functional group: phosphine

Description

Application

Buchwald palladacycle precatalyst with EPhos ligand for Pd-catalyzed C–N cross-coupling between primary amines and aryl halides to form 2-arylaminooxazoles. Catalyst system was reported with NaOPh (CDS001581).
It is a fourth generation (G4) Buchwald precatalyst that is similar to the third generation (G3) precatalysts except that the amino group on the biphenyl backbone is methylated. This modification helps to prevent the limitations of using the third generation precatalysts. It is air, moisture and thermally-stable and shows good solubility in common organic solvents. BrettPhos Pd G4 is highly useful in cross-coupling reactions. Some of its excellent features include lower catalyst loadings, shorter reaction time, and efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

Other Notes

Mechanistic Insight Leads to a Ligand That Facilitates the Pd-Catalyzed Formation of 2-(Hetero)Arylaminooxazoles and 4-(Hetero)Arylaminothiazoles

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable