Iridium-Catalyzed, Substrate-Directed C–H Borylation Reactions of Benzylic Amines
2012
The iridium-catalyzed arene C–H borylation reaction of benzylic amines has been developed, which inverts the typical steric-controlled product distribution to provide ortho-substituted boronate esters. Picolylamine was found to be an ideal ligand to replace 4,4′-di-tert-butylbipyridine to induce the directing effect. Preliminary experiments are consistent with a mechanism involving dissociation of one amine of the hemilabile diamine ligand.
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