Organocatalyzed atom transfer radical polymerization (O-ATRP) using dihydrophenazine catalysts has led to an unprecedented understanding of the mechanism and photophysical properties of this photoredox catalyst family. This work seeks to exploit this advanced understanding and control of dihydrophenazine photoredox catalysts by tailoring their properties in order to operate orthogonally to a wide variety of functional groups at extremely low catalyst loading. Guided by computations, a library of catalysts was developed that possesses a wide range of excited state reduction potentials and radical cation oxidation potentials. These catalysts were then used to form intramolecular C-C, C-N, and C-O bonds to make both saturated and aromatic rings in the presence of common unprotected functional groups.

Translating organic photoredox catalyst design from polymer synthesis to new reactivity

2019 Spring National Meeting

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