Development and Application of a Multielectron-Accepting Organic Oxidant for the Catalytic Transition-Metal-Free Oxidative Homocoupling of Grignard Reagents in Air.
Heptafluorotolyl-substituted perfluorocyclopentene acts as a four-electron oxidant for the homocoupling of Grignard reagents. It can also be used for catalytic homocoupling with a low catalyst loading (up to 2 mol %) in the presence of atmospheric oxygen. The organocatalytic cycle involves the generation of an organic radical and a perfluorocyclopentadienyl anion.
Department of Chemistry and Bioengineering, Faculty of Engineering, Iwate University , 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Toshinobu
T
Korenaga
Department of Chemistry and Bioengineering, Faculty of Engineering, Iwate University , 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Kaoru
K
Nitatori
Department of Chemistry and Bioengineering, Faculty of Engineering, Iwate University , 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Hiroki
H
Muraoka
Department of Chemistry and Bioengineering, Faculty of Engineering, Iwate University , 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Satoshi
S
Ogawa
Department of Chemistry and Bioengineering, Faculty of Engineering, Iwate University , 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Kazuaki
K
Shimada