cataCXium A Pd G3

Synthesis

In a dry reaction flask, the biphenyl palladium dimer precursor compound (277 mg) was added, followed by adamantane butylphosphine ligand (269 mg). The flask was then sealed, evacuated with argon gas, and backfilled three times. Degassed acetone (3 mL) was added to the flask via a syringe, and the resulting reaction mixture was stirred overnight at room temperature. After the reaction was complete, the reaction mixture was filtered under vacuum, and the precipitate was collected. The precipitate was washed sequentially with acetone and pentane to obtain the target catalyst. Note that this catalyst is sensitive to oxygen; post-processing should be rapid to avoid direct contact with air as much as possible.

Reaction

Precatalyst for the palladium-catalyzed cross-coupling of cesium trifluoroborate salts with aryl halides.

Uses

cataCXium A Pd G3 is a Buchwald third generation precatalyst that can be used in:

• Direct ortho-arylation of pyridinecarboxylic acids.
• Catalyzing Suzuki–Miyaura cross-coupling in the synthesis of 1-heteroaryl-3-azabicyclo[3.1.0]hexanes.
• Palladium-catalyzed carbonylative carboperfluoroalkylation of alkynes.
• Suzuki–Miyaura coupling reaction of geminal bis(boryl)cyclopropanes in the synthesis of various gem-disubstituted cyclopropanes.

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings