Mechanistic studies of the iron-catalyzed coupling of aryl grignard and alkyl halide were carried out by a Hammett study of the nucleophilic partner and EPR measurements of the active iron specie. This required finding conditions where the iron catalyst is stable in the presence of excess Grignard reagent. The selectivity determining step seems to be the transmetallation, occurring either before or after the oxidative addition step. EPR analysis indicates an active iron(I)-specie.

Iron-catalyzed coupling of aryl grignard reagents with alkyl halides

243rd National Meeting (2012)

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