Visible‐light Organic Photosensitizers Based on 2‐(2‐Aminophenyl)benzothiazoles for Photocycloaddition Reactions - Université de Bordeaux
Article Dans Une Revue Chemistry - A European Journal Année : 2024

Visible‐light Organic Photosensitizers Based on 2‐(2‐Aminophenyl)benzothiazoles for Photocycloaddition Reactions

Résumé

We have studied 2‐(2‐aminophenyl)benzothiazole and related derivatives for their photophysical properties in view of employing them as new and readily tunable organic photocatalysts. Their triplet energies were estimated by DFT calculations to be in the range of 52‐57 kcal·mol‐1 suggesting their suitability for the [2+2] photocycloaddition of unsaturated acyl imidazoles with styrene derivatives. Experimental studies have shown that 2‑(2‑aminophenyl)benzothiazoles comprising alkylamino groups (NHMe, NHiPr) or the native amino group provide the best photocatalytic results in these visible‐light mediated [2+2] reactions without the need of any additives yielding a range of cyclobutane derivatives. A combined experimental and theoretical approach has provided insights into the underlying triplet‐triplet energy transfer process.

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Chimie
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jeudi 16 janvier 2025
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hal-04728210 , version 1 (14-10-2024)

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Ekaterina Pylova, Benjamin Lasorne, Nathan Mcclenaghan, Gediminas Jonusauskas, Marc Taillefer, et al.. Visible‐light Organic Photosensitizers Based on 2‐(2‐Aminophenyl)benzothiazoles for Photocycloaddition Reactions. Chemistry - A European Journal, 2024, ⟨10.1002/chem.202401851⟩. ⟨hal-04728210⟩
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