Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies

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Title: Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies
Authors: Zelenay, B
Besora, M
Monasterio, Z
Ventura-Espinosa, D
White, A
Maseras, F
Diez-Gonzalez, S
Item Type: Journal Article
Abstract: The reduction of aryl azides in the absence of an obvious reducing agent is reported. Careful catalyst design led to the production of anilines in the presence of water and air. The reaction medium (toluene/water) is crucial for the success of the reaction, as DFT calculations support the formation of benzyl alcohol as the oxidation product. A singular catalytic cycle is presented for this transformation based on four key steps: nitrene formation through nitrogen extrusion, formal oxidative addition of water, C(sp3)–H activation of toluene and reductive elimination.
Issue Date: 16-Oct-2018
Date of Acceptance: 29-Aug-2018
URI: http://hdl.handle.net/10044/1/63949
DOI: https://dx.doi.org/10.1039/C8CY00515J
ISSN: 2044-4753
Publisher: Royal Society of Chemistry
Journal / Book Title: Catalysis Science and Technology
Copyright Statement: © The Royal Society of Chemistry 2018. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (https://creativecommons.org/licenses/by/3.0/)
Sponsor/Funder: Engineering & Physical Science Research Council (EPSRC)
Funder's Grant Number: EP/K030760/1
Publication Status: Published online
Online Publication Date: 2018-10-16
Appears in Collections:Chemistry
Catalysis and Advanced Materials
Faculty of Natural Sciences



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