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Upstream product

• 100-66-3 methoxybenzene 
• 22925-82-2 Heptafluoropropyl-eisentetracarbonyljodid 
• 336-59-4 heptafluorobutyric anhydride 
• 61324-28-5 p-perfluoropropylphenol 
• 77-78-1 dimethyl sulfate 
• 696-62-8 para-iodoanisole 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Relevant academic research and scientific papers

A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF)

This article describes the invention of a class of effective reagents [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded air-stable copper(i) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high yields. Computational studies suggested that the coordination of the second phen ligand may reduce the energy barrier for the decarboxylation of perfluorocarboxylate to facilitate perfluoroalkylation.

Stable but reactive perfluoroalkylzinc reagents: Application in ligand-free copper-catalyzed perfluoroalkylation of aryl iodides

The aromatic perfluoroalkylation catalyzed by a copper(I) salt with bis(perfluoroalkyl)zinc reagents Zn(RF)2(DMPU)2, which were prepared and then isolated as a stable white powder from perfluoroalkyl iodide and diethylzinc, was accomplished to provide the perfluoroalkylated products in good-to-excellent yields. The advantages of this reliable and practical catalytic reaction are 1) airstable and easy-to-handle bis(perfluoroalkyl)zinc reagents can be utilized, 2) the reagent is reactive and hence the operation without activators and ligands is simple, and 3) not only trifluoromethylation but also perfluoroalkylation can be attained.

A general, regiospecific synthetic route to perfluoroalkylated arenes via arenediazonium salts with RFCu(CH3CN) complexes

A mild method of converting arylamines into perfluoroalkylated arenes is described. Relatively stable RFCu(CH3CN) complexes are used as perfluoroalkylating agents, which react smoothly with arenediazonium salts to produce various perfluoroalkylarenes in good yields. Based on the results of clock trapping experiments with diallyl ether, a radical process might be involved in the reaction.

Compounds of transition metals with ρ-bonded fluorine-containing groups. VI. A new method for the perfluoroalkylation of aromatic compounds by means of the perfluoroalkyl complexes of iron

The action of silver fluoride on C3F7Fe(CO)4I in the presence of aromatic substrates (benzene, toluene, anisole, furan) at 20 deg C led to the formation of perfluoroalkylation products.On the basis of the isomeric composition of the obtained perfluoropropyl derivatives of toluene and anisole it was concluded that the process was cationic in nature.Perfluoropropyltoluenes were obtained when C3F7Fe(CO)4OCOCF3 or (C3F7)2Fe(CO)4 were heated in toluene.The cationic complex +BF4- reacts with dimethylaniline and with sodium p-toluenethiolate to form p-perfluoropropyldimethylaniline and p-tolyl perfluoropropyl sulfide.

Perfluoropropylation of Aromatic Compounds with Bis(heptafluorobutyryl) Peroxide

Bis(heptafluorobutyryl) peroxide could be used as a reagent for perfluoropropylation of aromatic compounds under mild conditions.