Tim Clark, PhD, and Research Students Publish Paper

Friday, June 29, 2012

Assistant Professor Tim Clark and his research students had an article published in Organic Letters entitled “Iridium-Catalyzed, Substrate-Directed C–H Borylation Reactions of Benzylic Amines.” The article is co-authored by USD undergraduate student Marissa Ringgold and three undergraduate students from Professor Clark’s past institution, Western Washington University.


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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