Synthesis DOI: 10.1055/a-2518-0987
paper
Bürgenstock Special Section 2023 – Future Stars in Organic Chemistry
EDA Complexation of Two Donor Molecules Initiating Radical Cation Cyclizations
Julian C. G. Kürschner‡
,
Martin Utikal‡
,
Lena Lezius
,
Rubaishan Jeyaseelan
,
Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) –GRK 2678-437785492 (J.K, L.L.), CRC 1459 Intelligent Matter–Project-ID 433682494 (M.U.). Fonds der Chemischen Industrie (Liebig Fellowship, L.N., R.J., Kekule Fellowship L.L.).
Abstract
In this study, a catalyst-free EDA complexation of two donor molecules using an acidic solvent is presented. The electron-rich aromatic compound (E )-anethole is slowly protonated by the solvent hexafluoroisopropanol (HFIP), leading to the rapid formation of a photoactive EDA complex between a protonated (E )-anethole and another (E )-anethole molecule. This resulting EDA complex initiates radical chain cyclization reactions under green light irradiation.
Key words
EDA complex -
radical cyclization -
catalyst free -
photochemistry
Supporting Information
Supporting information for this article is available online at https://doi.org/10.1055/a-2518-0987.
Supporting Information
Publication History
Received: 13 December 2024
Accepted after revision: 16 January 2025
Accepted Manuscript online: 16 January 2025
Article published online: 05 March 2025
© 2025. Thieme. All rights reserved
Georg Thieme Verlag KG Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany
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