Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones
| Autor: | James B. Gerken, Nicholas Darren Fischer, Ilia A. Guzei, Shannon S. Stahl, Yeon Jung Kim, Sung-Eun Suh, Alexios G. Stamoulis |
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| Rok vydání: | 2020 |
| Předmět: |
Chemical substance
Aqueous solution Hydroquinone Metals and Alloys General Chemistry Electrochemistry Redox Combinatorial chemistry Article Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials Quinone chemistry.chemical_compound chemistry Materials Chemistry Ceramics and Composites Science technology and society Conjugate |
| Zdroj: | Chem Commun (Camb) |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c9cc08878d |
| Popis: | Conjugate addition of thiols to benzoquinones has been coupled to in situ electrochemical oxidation of the resulting hydroquinone to enable full substitution of quinone C–H bonds. The sulfonated thioether-substituted quinones exhibit high solublity and stability in aqueous solution and have redox potentials ranging from 440–750 mV vs. SHE. The electrosynthetic protocol is effective on >100 g scale. |
| Databáze: | OpenAIRE |
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