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Lookup NU author(s): Emeritus Professor Bernard Golding
This is the authors' accepted manuscript of an article that has been published in its final definitive form by American Chemical Society, 2018.
For re-use rights please refer to the publisher's terms and conditions.
Copyright © 2018 American Chemical Society. Hydrogen sulfide (H2S) was evaluated for its peculiar sulfur radical species generated at different pHs and was used under photolytical conditions in aqueous medium for the reduction of 1,2-diols to alcohols. The conversion steps of 1,2-cyclopentanediol to cyclopentanol via cyclopentanone were analyzed, and it was proven that the reaction proceeds via a dual catalytic/radical chain mechanism. This approach was successfully adapted to the reduction of a variety of carbonyl compounds using H2S at pH 9 in water. This work opens up the field of environmental friendly synthetic processes using the pH-driven modulation of reactivity of this simple reagent in water.
Author(s): Barata-Vallejo S, Ferreri C, Golding BT, Chatgilialoglu C
Publication type: Article
Publication status: Published
Journal: Organic Letters
Year: 2018
Volume: 20
Issue: 14
Pages: 4290-4294
Print publication date: 20/07/2018
Online publication date: 09/07/2018
Acceptance date: 02/04/2018
Date deposited: 08/10/2018
ISSN (print): 1523-7060
ISSN (electronic): 1523-7052
Publisher: American Chemical Society
URL: https://doi.org/10.1021/acs.orglett.8b01713
DOI: 10.1021/acs.orglett.8b01713
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