Radical Redox Catalysis

Harnessing organic radicals

The exceptionally high reactivity of organic radicals has made possible a plethora of new reactions that cannot be readily achieved using two-electron chemistry. This high reactivity, however, is a double-edged sword because the selectivity of such fleeting intermediates can be difficult to control.

Radical Redox Catalysis

We advance new reaction strategies that enable efficient generation of radical intermediates and simultaneously impart chemo-, stereo-, and regioselectivity control that is necessary for complex target synthesis.

Frustrated Radical Pairs
Frustrated Radical Pairs

Frustrated radical pairs (FRP) are generated from frustrated Lewis pairs by means of single-electron transfer from the Lewis acid (oxidant) to the Lewis base (reductant). Owing to steric encumbrance and/or weak bonding association, these radicals do not react with each other to form a close-shelled adduct. We harness the unquenched orthogonal reactivity of frustrated radicals to activate strong chemical bonds such as C–H bonds.

Aminoxyl Catalysis
Aminoxyl Catalysis

Aminoxyls are a class of persistent organic radicals that exhibit unique single- and two-electron redox activities. We explore aminoxyl radicals as catalysts in a variety of chemical and electrochemical transformations with a focus on catalyst design that allows for precise control over regio- and stereoselectivity.

Transition Metal Catalysis
Transition Metal Catalysis

We employ the complexes of first-row transition metals as catalysts to impart chemo- and stereoselective control of radical-mediated reactions. Specific examples include Ti-catalyzed cycloaddition and isomerization, Co-catalyzed hydrogen-atom transfer, Mn-catalyzed alkene difucntionalization, and Cu-catalyzed enantioselective radical reactions.

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Frustrated Radical Pairs

C—H functionalization with frustrated radical pair (Nature 2023, 619, 514)

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