Copper-mediated reduction of azides under seemingly oxidising conditions: catalytic and computational studies
| Autor: | Zelenay, B, Besora, M, Monasterio, Z, Ventura-Espinosa, D, White, A, Maseras, F, Diez-Gonzalez, S |
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| Přispěvatelé: | This research was financially supported by Imperial College London, the Engineering and Physical Sciences Research Council (EPSRC) (EP/K030760/1), the CERCA Programme (Generalitat de Catalunya) and MINECO (grant CTQ2017-87792-R and Severo Ochoa Excellence Accreditation 2014-2018 SEV-2013-0319). BZ acknowledges SNF for a travel grant (#PS1SKP2-168439) and DVE thanks MECD for a doctoral fellowship. Lalita Radtanajiravong is sincerely acknowledged for carrying out some final experiments., Engineering & Physical Science Research Council (EPSRC) |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: | |
| Zdroj: | Repositori Universitat Jaume I Universitat Jaume I |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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