Tian, Ya-Ming and Hofmann, Evamaria and Silva, Wagner and Pu, Xiang and Touraud, Didier and Gschwind, Ruth M. M. and Kunz, Werner and Koenig, Burkhard (2023) Enforced Electronic-Donor-Acceptor Complex Formation in Water for Photochemical Cross-Coupling. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 62 (17): e202218775. ISSN 1433-7851, 1521-3773
Full text not available from this repository.Abstract
The amino alcohol meglumine solubilizes organic compounds in water and enforces the formation of electron donor acceptor (EDA) complexes of haloarenes with indoles, anilines, anisoles or thiols, which are not observed in organic solvents. UV-A photoinduced electron transfer within the EDA complexes induces the mesolytic cleavage of the halide ion and radical recombination of the arenes leading, after rearomatization and proton loss to C -C or C -S coupling products. Depending on the substitution pattern selective and unique cross-couplings are observed. UV and NMR measurements reveal the importance of the assembly for the photoinduced reaction. Enforced EDA aggregate formation in water allows new activation modes for organic photochemical synthesis.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CHARGE-TRANSFER EXCITATION; PERFLUOROALKYL IODIDES; DEPENDENT ENZYMES; LIGHT; MEGLUMINE; ALKYLATION; ARYLATION; DELIVERY; SULFAMERAZINE; CYCLODEXTRINS; Arylation; EDA Complex; Meglumine; Photochemistry; Water |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Ruth Gschwind Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry VI - Physical Chemistry (Solution Chemistry) > Prof. Dr. Werner Kunz |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 28 Feb 2024 07:49 |
| Last Modified: | 28 Feb 2024 07:49 |
| URI: | https://pred.uni-regensburg.de/id/eprint/59171 |
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