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

Benjamin Zelenay, Maria Besora, Zaira Monasterio, David Ventura-Espinosa, Andrew J.P. White, Feliu Maseras, Silvia Díez-González

Research output: Contribution to journalArticleResearchpeer-review

8 Citations (Scopus)

Abstract

© The Royal Society of Chemistry 2018. 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.
Original languageEnglish
Pages (from-to)5763-5773
JournalCatalysis Science and Technology
Volume8
Issue number22
DOIs
Publication statusPublished - 1 Jan 2018

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