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  • Title: Iridium-catalyzed, substrate-directed C-H borylation reactions of benzylic amines.
    Author: Roering AJ, Hale LV, Squier PA, Ringgold MA, Wiederspan ER, Clark TB.
    Journal: Org Lett; 2012 Jul 06; 14(13):3558-61. PubMed ID: 22731752.
    Abstract:
    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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