title: Iron-Catalyzed Oxidative C-H/C-H Cross-Coupling between Electron-Rich Arenes and Alkenes.
abstract: 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.
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Yiyang
authors: Y
authors: Ma
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Dongchao
authors: D
authors: Zhang
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Zhiyuan
authors: Z
authors: Yan
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Mengfan
authors: M
authors: Wang
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Changliang
authors: C
authors: Bian
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.
authors: Xinlong
authors: X
authors: Gao
authors: ‡Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, Illinois 60439, United States.
authors: Emilio E
authors: EE
authors: Bunel
authors: †College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS), Wuhan University, Wuhan 430072, People's Republic of China.|‡Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, Illinois 60439, United States.|§National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, People's Republic of China.
authors: Aiwen
authors: A
authors: Lei