Taskinen, Elina K. and Kolb, Daniel and Morgenstern, Martin and Koenig, Burkhard (2025) Photocatalyzed Dehydration of 1-Aryl-1,2-Ethanediols to Methyl Ketones Driven by Eosin Y Fragmentation Products. CHEMISTRY-A EUROPEAN JOURNAL, 31 (9). ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
Herein, we report a mild photocatalytic redox-neutral dehydration of aryl-1,2-ethanediols forming the respective methyl ketones. In the proposed mechanistic cycle an initial hydrogen atom abstraction (HAT) is followed by a 1,2-spin center shift (SCS) as key steps. Interestingly, Eosin Y was found to act as a pre-catalyst dissociating into a catalytically active mixture under irradiation. To the best of our knowledge, this exemplifies the first synthetic utilization of Eosin Y degradation products. As a result, our reaction can be realized with a single organic photocatalyst and releases water as a sole by-product.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SELECTIVE FUNCTIONALIZATION; EPIMERIZATION; DISSOCIATION; AMINATION; CLEAVAGE; STYRENES; Dehydration; Eosin Y photodegradation; 1,2-spin center shift; Photocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 10 Mar 2026 07:16 |
| Last Modified: | 10 Mar 2026 07:16 |
| URI: | https://pred.uni-regensburg.de/id/eprint/63789 |
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