Jakobi, Markus and Sparr, Christof. (2022) Streamlined Synthesis of Aminoacridinium Photocatalysts with Improved Photostability. Organic process research & development, 26 (9). pp. 2756-2760.
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Official URL: https://edoc.unibas.ch/91103/
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Abstract
The efficient synthesis of photocatalysts with improved photostability from readily available resources is a requirement for more sustainable and scalable photocatalysis. Herein, we describe a strategy utilizing a high-yielding threefold C–N cross-coupling selective for three out of six arylbromide sites to avoid alkyl groups in the final catalyst structure. A subsequent triple metalation to form 1,5,5′-trifunctional organometallic reagents enables the coupling and cyclization with simple esters, whereas a third unreacted functionality is hydrolyzed upon acidic quench. This short reaction sequence results in bis(diarylamino)acridiniums with dramatically increased photostability, allowing us to lower the catalyst loading to 0.10 mol % without loss in yield.
Faculties and Departments: | 05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Sparr) |
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UniBasel Contributors: | Sparr, Christof |
Item Type: | Article, refereed |
Article Subtype: | Research Article |
Publisher: | American Chemical Society |
ISSN: | 1083-6160 |
e-ISSN: | 1520-586X |
Note: | Publication type according to Uni Basel Research Database: Journal article |
Language: | English |
Identification Number: |
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edoc DOI: | |
Last Modified: | 31 Aug 2023 01:30 |
Deposited On: | 14 Dec 2022 08:43 |
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