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Light-Driven Carbene Catalysis for the Synthesis of Carbonyl Compounds

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The construction of new C–C bonds remains a central facet of organic chemistry due to its critical role in the synthesis of pharmaceutical compounds and organic materials. Mild and selective methodologies are often required for efficient formation of these bonds in natural product total synthesis, medicinal chemistry campaigns, and more. N-heterocyclic carbenes (NHCs) have emerged as unique Lewis basic catalysts that mediate a range of transformations through umpolung (polarity reversal) reactivity. While the utility of two-electron NHC reactivity has continued to expand, the inability of NHC-derived operators to engage sp3 electrophiles limits their scope, thus highlighting the opportunity for single-electron NHC reactivity. The research described herein focuses on the development of methods at the interface of NHC catalysis and photocatalysis, leveraging the redox properties of each to construct key C–C bonds. Photoredox-catalyzed expansions on these processes are also described.

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