The Tunable Photophysical Properties of Enamine Intermediates Involved in Light-Driven Aminocatalysis

In this study, the photosensitive nature of reactive enamine and polyenamine intermediates is investigated to improve our understanding of light-mediated aminocatalytic reactions. Experimental optical absorption data and TD-DFT calculations reveal that these intermediates are excited directly from t...

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Bibliographic Details
Published inOrganic letters Vol. 23; no. 18; pp. 7033 - 7037
Main Authors Bergmann, Katrina, Davis, Rebecca L
Format Journal Article
LanguageEnglish
Published American Chemical Society 17.09.2021
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Summary:In this study, the photosensitive nature of reactive enamine and polyenamine intermediates is investigated to improve our understanding of light-mediated aminocatalytic reactions. Experimental optical absorption data and TD-DFT calculations reveal that these intermediates are excited directly from the HOMO on the enamine moiety to low-lying unoccupied orbitals localized on the catalyst scaffold. This indicates that the photophysical properties of enamine intermediates can be tuned for visible light-mediated reactions by modifications to the aminocatalyst.
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02387