期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 1, 页码 125-129出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201809454
关键词
electrochemistry; electrode material; olefin cleavage; styrenes; tetrahydrofurans synthesis
资金
- JSPS KAKENHI [15H04494, 17K19222, 16H06193, 17K19221]
- Grants-in-Aid for Scientific Research [17K19222] Funding Source: KAKEN
Electrode materials can have a significant impact on the course of an electrolysis reaction. Of particular interest is that different electrodes can generate different products from the same substrate. The electrode-material-selective transformations of styrene derivatives with molecular oxygen are reported. Platinum electrodes afford carbonyl products via cleavage of olefins, whereas tetrahydrofuran formation is achieved with carbon electrodes. A variety of different styrenes are available for both reactions. Electrolysis allows straightforward and mild chemical conversions that are metal- and oxidant-free. Electrochemical measurements illuminate the different effects of platinum and carbon electrodes on styrenes. The key to the differing reactions is probably that the oxidation potentials of the substrates are lower (higher HOMO energy) on carbon electrodes than on platinum electrodes. The adsorption of the substrates on carbon electrodes can also promote tetrahydrofuran formation.
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