Copper-catalyzed hydroformylation and hydroxymethylation of styrenes.
| Autor: | Geng HQ; Leibniz-Institut für Katalyse e. V. Albert-Einstein-Straße 29a 18059 Rostock Germany Xiao-Feng.Wu@catalysis.de., Meyer T; Leibniz-Institut für Katalyse e. V. Albert-Einstein-Straße 29a 18059 Rostock Germany Xiao-Feng.Wu@catalysis.de., Franke R; Evonik Operations GmbH, Germany and Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum 44780 Bochum Germany., Wu XF; Leibniz-Institut für Katalyse e. V. Albert-Einstein-Straße 29a 18059 Rostock Germany Xiao-Feng.Wu@catalysis.de.; Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences Dalian 116023 Liaoning China xwu2020@dicp.ac.cn. |
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| Jazyk: | angličtina |
| Zdroj: | Chemical science [Chem Sci] 2021 Oct 29; Vol. 12 (44), pp. 14937-14943. Date of Electronic Publication: 2021 Oct 29 (Print Publication: 2021). |
| DOI: | 10.1039/d1sc05474k |
| Abstrakt: | Hydroformylation catalyzed by transition metals is one of the most important homogeneously catalyzed reactions in industrial organic chemistry. Millions of tons of aldehydes and related chemicals are produced by this transformation annually. However, most of the applied procedures use rhodium catalysts. In the procedure described here, a copper-catalyzed hydroformylation of alkenes has been realized. Remarkably, by using a different copper precursor, the aldehydes obtained can be further hydrogenated to give the corresponding alcohols under the same conditions, formally named as hydroxymethylation of alkenes. Under pressure of syngas, various aldehydes and alcohols can be produced from alkenes with copper as the only catalyst, in excellent regioselectivity. Additionally, an all-carbon quaternary center containing ethers and formates can be synthesized as well with the addition of unactivated alkyl halides. A possible reaction pathway is proposed based on our results. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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