Iron-Catalyzed Selective Biaryl Coupling: Remarkable Suppression of Homocoupling by the Fluoride Anion
Takuji Hatakeyama and Masaharu Nakamura*
*International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto, 611-0011, Japan, Email: masaharuscl.kyoto-u.ac.jp
T. Hatakeyama, M. Nakamura, J. Am. Chem. Soc., 2007, 129, 9844-9845.
DOI: 10.1021/ja073084l (free Supporting Information)
A complex generated from iron(III) fluoride and 1,3-bis(2,6-di-i-propylphenyl)imidazolinium chloride catalyzes the reaction of aryl magnesium bromides with aryl chlorides to give the corresponding cross-coupling products, unsymmetrical biaryls, in good to excellent yields. The "fluoride effect" is also remarkably effective for cobalt- and nickel-catalyzed biaryl cross-couplings.
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M. Nakamura, K. Matsuo, S. Ito, E. Nakamura, J. Am. Chem. Soc., 2004, 126, 3686-3687.