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Stable but Reactive Perfluoroalkylzinc Reagents: Application in Ligand‐Free Copper‐Catalyzed Perfluoroalkylation of Aryl Iodides
Author(s) -
Aikawa Kohsuke,
Nakamura Yuzo,
Yokota Yuki,
Toya Wataru,
Mikami Koichi
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405677
Subject(s) - trifluoromethylation , reagent , chemistry , aryl , iodide , diethylzinc , catalysis , zinc , combinatorial chemistry , ligand (biochemistry) , copper , organic chemistry , polymer chemistry , trifluoromethyl , alkyl , enantioselective synthesis , biochemistry , receptor
The aromatic perfluoroalkylation catalyzed by a copper(I) salt with bis(perfluoroalkyl)zinc reagents Zn(R F ) 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) air‐stable 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.