Given the high electrophilicity of gold(III) combined with the strength of gold(III) bonds to carbon, it is reasonable to believe that gold(III) may be used as a catalyst for the selective partial oxidation of strong sp3-hybridized C-H bonds. To this end, novel gold(III) complexes have been synthesized with the aim of directing strong sp3-hybridized C-H bonds toward the metal center. The ligands being used to direct C-H bonds toward the gold center are 2-tert-butyl-1,10-phenanthroline and amide derivatives of 8-aminoquinoline. These ligands were selected in part due to their relatively rigid ring structures, which may facilitate chelation in the manner desired. Novel monomeric gold(III) complexes and oxo-bridged gold(III) dimers have been synthesized. Current efforts are being made to optimize the syntheses of these complexes and to screen conditions for intramolecular C-H bond activation reactions.

Synthesis of gold(III) complexes for chelation-assisted functionalization of strong, sp3-hybridized C-H bonds

251st National Meeting (2016)

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