Iron-Catalyzed Oxidative C–H/C–H Cross-Coupling between Electron-Rich Arenes and Alkenes
| العنوان: | Iron-Catalyzed Oxidative C–H/C–H Cross-Coupling between Electron-Rich Arenes and Alkenes |
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| المؤلفون: | Aiwen Lei, Mengfan Wang, Yiyang Ma, Zhiyuan Yan, Emilio E. Bunel, Dongchao Zhang, Changliang Bian, Xinlong Gao |
| المصدر: | Organic Letters. 17:2174-2177 |
| بيانات النشر: | American Chemical Society (ACS), 2015. |
| سنة النشر: | 2015 |
| مصطلحات موضوعية: | Aryl radical, Organic Chemistry, Photochemistry, Biochemistry, Catalysis, law.invention, Styrene, X-ray absorption fine structure, chemistry.chemical_compound, chemistry, law, Oxidation state, Lewis acids and bases, Physical and Theoretical Chemistry, Chemoselectivity, Electron paramagnetic resonance |
| الوصف: | A novel oxidative C-H/C-H cross-coupling reaction between electron-rich arenes and alkenes is established utilizing FeCl3 as the catalyst and DDQ as the oxidant. Interestingly, direct arylation products are obtained with diaryl-ethylenes and double arylation products are obtained with styrene derivatives, which show high chemoselectivity and good substrate scope. A radical trapping experiment and EPR (electron paramagnetic resonance) experiments indicate that this reaction proceeds through a radical pathway in which DDQ plays a key role in the aryl radical formation. XAFS (X-ray absorption fine structure) experiments reveal that the oxidation state of the iron catalyst does not change during the reaction, suggesting that FeCl3 might be used as a Lewis acid. Finally, a detailed mechanism is proposed for this transformation. |
| تدمد: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.5b00775 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5ac6be0f876f588514b3e741ff254442 https://doi.org/10.1021/acs.orglett.5b00775 |
| رقم الانضمام: | edsair.doi.dedup.....5ac6be0f876f588514b3e741ff254442 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15237052 15237060 |
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| DOI: | 10.1021/acs.orglett.5b00775 |