Decarbonylative coupling of fluorobenzoyl chlorides with hexamethyldisilane in the presence of a palladium complex catalyst: Extremely facile decarbonylation of pentafluorobenzoyl-Pd complex relevant to C6F5SiMe3 formation

摘要

Palladium-phosphite complexes catalyze the reaction of pentafluorobenzoyl chloride with hexamethyldisilane to selectively form pentafluorophenytrimethylsilane as virtually the sole product. The reaction of 3,5-difluoro- or 4-fluorobenzoyl chloride was less selective, giving a mixture of corresponding benzoyland phenylsilanes. Oxidative addition of pentafluorobenzoyl chloride with Pd(PPh3)(4) or with Pd[P(OEt)(3)](2) generated in situ proceeds readily, but decarbonylation occurs, giving trans-C6F5PdClL2 (L = PPh3, P(OEt)(3)), selectively.