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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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Main Authors: Soika, Julia (Author) , Onneken, Carina (Author) , Wiegmann, Thorben (Author) , Stünkel, Timo (Author) , Morack, Tobias (Author) , Lindfeld, Leander (Author) , Hebenbrock, Marian (Author) , Mück-Lichtenfeld, Christian (Author) , Neugebauer, Johannes (Author) , Gilmour, Ryan (Author)
Format: Article (Journal)
Language:English
Published: 17 July 2025
In: Nature chemistry
Year: 2025, Volume: 17, Issue: 9, Pages: 1383-1390,[1-2]
ISSN:1755-4349
DOI:10.1038/s41557-025-01857-1
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1038/s41557-025-01857-1
Verlag, kostenfrei, Volltext: https://www.nature.com/articles/s41557-025-01857-1
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Author Notes: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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Summary: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.
Item Description:Online veröffentlicht: 17. Juli 2025
Gesehen am 18.11.2025
Physical Description:Online Resource
ISSN:1755-4349
DOI:10.1038/s41557-025-01857-1

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