Energy transfer-enabled enantioselective photocyclization using a privileged Al-salen catalyst
Chiral catalysts that can engage multiple substrates, via distinct ground-state activation modes, to deliver enantioenriched products with high levels of fidelity are often described as ‘privileged’. Achieving generality in excited-state processes remains challenging, and efforts to identify privile...
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| Hauptverfasser: | , , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
17 July 2025
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| In: |
Nature chemistry
Year: 2025, Jahrgang: 17, Heft: 9, Pages: 1383-1390,[1-2] |
| ISSN: | 1755-4349 |
| DOI: | 10.1038/s41557-025-01857-1 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1038/s41557-025-01857-1 Verlag, kostenfrei, Volltext: https://www.nature.com/articles/s41557-025-01857-1 |
| Verfasserangaben: | Julia Soika, Carina Onneken, Thorben Wiegmann, Timo Stünkel, Tobias Morack, Leander Lindfeld, Marian Hebenbrock, Christian Mück-Lichtenfeld, Johannes Neugebauer & Ryan Gilmour |
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| 245 | 1 | 0 | |a Energy transfer-enabled enantioselective photocyclization using a privileged Al-salen catalyst |c Julia Soika, Carina Onneken, Thorben Wiegmann, Timo Stünkel, Tobias Morack, Leander Lindfeld, Marian Hebenbrock, Christian Mück-Lichtenfeld, Johannes Neugebauer & Ryan Gilmour |
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| 520 | |a Chiral catalysts that can engage multiple substrates, via distinct ground-state activation modes, to deliver enantioenriched products with high levels of fidelity are often described as ‘privileged’. Achieving generality in excited-state processes remains challenging, and efforts to identify privileged chiral photocatalysts are being intensively pursued. Aluminium-salen complexes are emergent contenders on account of their well-defined photophysical properties. Here we report the development of an enantioselective energy transfer (EnT) catalysis-enabled photocyclization of acrylanilides to expand the activation repertoire of Al-salen photocatalysts. This approach allows reactivity and enantioselectivity to be simultaneously regulated by an inexpensive, commercial chiral Al-salen complex upon irradiation at λ = 400 nm. Diverse cyclic products can be forged with high levels of enantioselectivity (up to 96:4 e.r.). Establishing this dichotomy in excited-state activation modes serves to consolidate the privileged status of chiral Al-salen complexes in enantioselective photocatalysis and to complement their ubiquity in ground-state regimes. | ||
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| 700 | 1 | |a Wiegmann, Thorben |e VerfasserIn |4 aut | |
| 700 | 1 | |a Stünkel, Timo |e VerfasserIn |4 aut | |
| 700 | 1 | |a Morack, Tobias |e VerfasserIn |0 (DE-588)1236451988 |0 (DE-627)1761826352 |4 aut | |
| 700 | 1 | |a Lindfeld, Leander |e VerfasserIn |4 aut | |
| 700 | 1 | |a Hebenbrock, Marian |e VerfasserIn |4 aut | |
| 700 | 1 | |a Mück-Lichtenfeld, Christian |e VerfasserIn |4 aut | |
| 700 | 1 | |a Neugebauer, Johannes |e VerfasserIn |4 aut | |
| 700 | 1 | |a Gilmour, Ryan |e VerfasserIn |4 aut | |
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