Paper
Photoacid-catalyzed acetalization of carbonyls with alcohols.
Published Jul 25, 2022 · Jason Saway, Abigail F. Pierre, Joseph J. Badillo
Organic & biomolecular chemistry
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Abstract
In this report, we demonstrate that visible light photoactivation of 6-bromo-2-naphthol facilitates the photoacid-catalyzed acetalization of carbonyls with alcohols. We also demonstrate that 2-naphthol when coupled to a photosensitizer provides acetals from electron-deficient aldehydes. In addition, the S1 excited state pKa for 6-bromo-2-naphthol in water was determined and shown to have increased excited-state acidity relative to 2-naphthol.
Visible light photoactivation of 6-bromo-2-naphthol facilitates photoacid-catalyzed acetalization of carbonyls with alcohols, providing acetals from electron-deficient aldehydes.
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