Exclusive! The iron-catalyzed reaction between a secondary benzamide derivative and a diarylzinc reagent regioselectively substitutes the ortho-hydrogen atom of the benzamide with an aryl group. This method exclusively produces an ortho-monoarylated product, and none of the diarylated product.“Ph2Zn”=2PhMgBr+ZnCl2/tetramethylethylenediamine; dtbpy=4,4′-di-tert-butyl-2,2′-bipyridyl.
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Ilies et al. (2012) studied this question.
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