340157-83-7

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 25291-17-2 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene 
• 335-56-8 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 195324-87-9 1-bromo-4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzene 
• 195324-86-8 1-bromo-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-benzene 

Relevant academic research and scientific papers

Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of α,β-Unsaturated Carboxylic Acids

Copper-catalyzed decarboxylative difluoroalkylation and perfluoroalkylation of α,β-unsaturated carboxylic acids is described. Promoted by dialkyl phosphite, this novel reaction affords fluoroalkylated motifs with excellent stereoselectivity and broad substrate scope under mild reaction conditions from readily available fluoroalkyl iodides and bromides. Preliminary mechanism study suggests that radical pathway was involved in the catalytic cycle and dialkyl phosphite had played an indispensable role in this reaction.

An efficient synthesis of perfluoroalkenylated aryl compounds via Pincer-Pd catalyzed Heck couplings

Heck couplings of aryl halides with fluoroalkyl-substituted ethylenes catalyzed by Pincer Palladium complex were described. A variety of fluorous ponytail-substituted aromatics were obtained with moderate to excellent yields. Moreover, the catalyst can be easily separated from the reaction mixture by F-SPE technique and reused three times without significant loss of activity.

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.

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.