Fluorinated biphenyls from aromatic arylations with pentafluorobenzenediazonium and related cations. Competition between arylation and azo coupling

T áMichael Bockman, JK Kochi

Index: Kosynkin, Dmitry; Bockman, T. Michael; Kochi, Jay K. Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 10 p. 2003 - 2012

Full Text: HTML

Citation Number: 23

Abstract

High yields of the mixed perfluorinated biaryls (C6F5–Ar) are obtained by the catalytic dediazoniation of the pentafluorobenzenediazonium salt (C6F5N2+ BF4–) in acetonitrile solutions containing various aromatic substrates (ArH) together with small amounts of iodide salts. Activated (electron-rich) as well as deactivated (electron-poor) arenes are successfully pentafluorophenylated by this method. The arylation is distinct from the azo coupling of the ...