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Highly Efficient Ambient‐Temperature Copper‐Catalyzed Atom‐Transfer Radical Addition (ATRA) in the Presence of Free‐Radical Initiator (V‐70) as a Reducing Agent
Author(s) -
Pintauer Tomislav,
Eckenhoff William T.,
Ricardo Carolynne,
Balili Marielle N. C.,
Biernesser Ashley B.,
Noonan Sean J.,
Taylor Matthew J. W.
Publication year - 2008
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.200802048
Subject(s) - chemistry , radical initiator , copper , atom transfer radical polymerization , acrylate , catalysis , monomer , methyl acrylate , reducing agent , polymer chemistry , free radical addition , methyl methacrylate , photochemistry , methacrylate , organic chemistry , polymer
Copper can do it! Highly efficient ambient‐temperature copper‐catalyzed ATRA of polyhalogenated compounds to alkenes in the presence of free‐radical initiator 2,2′‐azobis(4‐methoxy‐2,4‐dimethyl valeronitrile) (V‐70) is reported. V‐70 has been shown to be a very effective reducing agent, enabling selective formation of the ATRA product with α‐olefins and highly active monomers, such as methyl acrylate, methyl methacrylate, and vinyl acetate, by using as little as 0.002 mol % of copper (see figure).