Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies
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Other documents of the author: Zelenay, Benjamin; Besora, Maria; Monasterio, Zaira; Ventura Espinosa, David; White, Andrew J. P.; Maseras, Feliu; Díez-González, Silvia
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comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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Title
Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studiesAuthor (s)
Date
2018Publisher
Royal Society of ChemistryISSN
2044-4753; 2044-4761Bibliographic citation
ZELENAY, Benjamin, et al. Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies. Catalysis Science & Technology, 2018, vol. 8, no 22, p. 5763-5773Type
info:eu-repo/semantics/articlePublisher version
https://pubs.rsc.org/en/content/articlehtml/2018/cy/c8cy00515jVersion
info:eu-repo/semantics/publishedVersionSubject
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 ... [+]
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. [-]
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Catalysis Science & Technology, 2018, vol. 8, no 22Rights
info:eu-repo/semantics/openAccess
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