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Journal Article

Aromatic C–H amination in hexafluoroisopropanol

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Börgel,  Jonas
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter,  Tobias
Department of Chemistry and Chemical Biology, Harvard University;
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

D'Amato, E. M., Börgel, J., & Ritter, T. (2019). Aromatic C–H amination in hexafluoroisopropanol. Chemical Science, 10(8), 2424-2428. doi:10.1039/C8SC04966A.


Cite as: http://hdl.handle.net/21.11116/0000-0004-679B-A
Abstract
We report a direct radical aromatic amination reaction that provides unprotected anilines with an improvement in the substrate scope compared to prior art. Hydrogen bonding by the solvent hexafluoroisopropanol to anions of cationic species is responsible for increased reactivity and can rationalize the enhancement in substrate scope. Our findings may have bearings on radical additions to arenes for direct C–H functionalization in general.