The Huo group is interested in using green and sustainable energy to promote chemical reactions, and aims to develop novel methodologies to address long-standing challenges in organic synthesis. We strive to provide modular building block approaches for the streamlined synthesis of high value-added molecules such as pharmaceutically relevant agents from feedstock materials and native functionalities. Our research is currently focused on visible-light-driven enantioselective radical C(sp3)–H functionalization. Specifically, we are directed at dual photoredox and transition metal-catalyzed enantioselective C(sp3)–H cross-coupling reactions.
In the design, visible-light photoredox catalysis is harnessed to selectively convert ubiquitous C(sp3)–H bonds into carbon-centered radicals through single-electron activation mode involving a HAT, PCET, or SET/deprotonation pathway. Chiral base metal catalysts (e.g., Ni-, Co-, and Fe-based chiral catalysts) are used to intercept the resultant radical species to construct carbon-carbon or carbon-heteroatom bonds with high levels of stereocontrol. A prominent feature of photoredox catalysis is the capacity to generate reactive radical species under mild conditions from native functional groups. The merger of photoredox catalysis with transition metal catalysis holds great potential to enable enantioselective C(sp3)–H functionalization without the need for organometallic reagents, exogenous directing groups, stochiometric oxidants, and high reaction temperatures that are commonly associated with transition-metal catalyzed C–H activation reactions, thereby providing orthogonal reactivitiy and selectivity to address the notoriously challenging C(sp3)–H functionalization.
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