A general method to fluorous ponytail-substituted aromatics
Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails.
Chen, Weiping,Xu, Lijin,Xiao, Jianliang
p. 4275 - 4278
(2007/10/03)
Efficient access to perfluoroalkylated aryl compounds by Heck reaction
Efficient introduction of perfluorinated tails onto aromatic rings has been achieved by Heck reaction between perfluoroalkenes and arenediazonium salts, catalysed by palladium acetate. Subsequent transition metal catalysed hydrogenation of the double bond afforded a large variety of aromatic compounds bearing an affinity for fluorous solvents. Formation of perfluoroalkylated phosphane ligands and their use in palladium-catalysed coupling between potassium trifluoro(vinyl)borates and diazonium salts is also described, allowing an easy separation and recycling of the catalytic system.