ArticleJournal of the American Chemical Society2026
Catalytic C-Demethylation of Phenols and Anilines Enabled by a Removable Mono-Directing Group.
Article in Journal of the American Chemical Society, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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5 authors.
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Abstract
The activation of unstrained nonpolar C-C bonds, such as C(aryl)-C(alkyl) bonds, remains challenging to achieve. Existing catalytic strategies predominantly rely on bidentate chelating directing groups (DGs) or special substrates. Herein, we report a Ru-catalyzed activation of C(aryl)-C(methyl) bonds enabled by a removable mono-DG. By employing a bulky phosphinite or aminophosphine-DG that can be easily installed and removed later, a methyl group at the ortho position of phenols and anilines can be smoothly deleted under the hydrogenolysis condition. This reaction exhibits a broad substrate scope and excellent functional group tolerance. Mechanistic studies suggest that a Ru-hydride species generated in situ is responsible for the C(aryl)-C(methyl) bond activation, with methane identified as a byproduct.
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