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Photocatalyzed Dehydration of 1‐Aryl‐1,2‐Ethanediols to Methyl Ketones Driven by Eosin Y Fragmentation Products.

Authors :
Taskinen, Elina K.
Kolb, Daniel
Morgenstern, Martin
König, Burkhard
Source :
Chemistry - A European Journal. Dec2024, p1. 8p. 6 Illustrations.
Publication Year :
2024

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
181639882
Full Text :
https://doi.org/10.1002/chem.202404200