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Photocatalyzed Dehydration of 1‐Aryl‐1,2‐Ethanediols to Methyl Ketones Driven by Eosin Y Fragmentation Products
Taskinen, Elina K.
, Kolb, Daniel
, Morgenstern, Martin
und König, Burkhard
(2024)
Photocatalyzed Dehydration of 1‐Aryl‐1,2‐Ethanediols to Methyl Ketones Driven by Eosin Y Fragmentation Products.
Chemistry – A European Journal.
Veröffentlichungsdatum dieses Volltextes: 18 Dez 2024 05:20
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.59815
Zusammenfassung
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 ...
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.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | Chemistry – A European Journal | ||||
| Verlag: | Wiley | ||||
|---|---|---|---|---|---|
| Datum | 8 Dezember 2024 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | Dehydration · Eosin Y photodegradation · 1,2-spin center shift · Photocatalysis | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 500 Naturwissenschaften 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Ja | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-598150 | ||||
| Dokumenten-ID | 59815 |
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