Carbon−Nitrogen Bond-Forming Reactions of Palladacycles with Hypervalent Iodine Reagents

Palladium(II) complexes containing bidentate cyclometalated C∼N chelating ligands are shown to react with PhINTs at room temperature to insert “NTs” into the Pd−C bond. This “NTs” insertion reaction has been applied to palladacyclic complexes of azobenzene, benzo[h]quinoline, and 8-ethylquinoline. The newly aminated organic ligands can be liberated from the metal center by protonolysis with trifluoroacetic acid or HCl.