ArticleChemical science2026
Photochemical deracemization of α-chiral carboxamides mediated by inter- and intramolecular hydrogen bonding.
Article in Chemical science, 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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Abstract
Photochemical deracemization allows for the direct generation of enantiomerically pure or enriched compounds from their racemates employing a single chiral catalyst. In the present study, carboxylic acid amides (carboxamides) with a substituent in the α-position were investigated in a photochemical deracemization mediated by a chiral aromatic ketone. The catalyst displays a hydrogen bonding site which allows for a differentiation between the two enantiomers and operates by a reversible hydrogen atom transfer. It was found that α-alkoxy or α-amino substituents enable an efficient deracemization (up to 99.5 : 0.5 e.r.) due to a second intramolecular hydrogen bonding interaction locking a distinct substrate conformation.
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