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Controlled mono-olefination versus diolefination of arenes via C-H activation in water: A key role of catalysts

Abstract

Herein, we report the olefination of arenes via C-H activation in water instead of expensive and pollution-causing organic solvent. In this process, the catalysts play a key role in controlling mono- and diolefination. More specifically, [Ru(p-cymene)Cl2]2 gives mono-olefination products predominantly while [Cp*RhCl2]2 selectively affords diolefination products. Importantly, the usage of catalysts is few ([Ru(p-cymene)Cl2]2 5 mol %, [Cp*RhCl2]2 1 mol %) and the reaction time is significantly shortened from tens of hours to tens of minutes. Additionally, the new methodology tolerates a variety of functional groups and olefins in moderate to good yields and can be applied to a gram scale synthesis at a very low catalyst loading.

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Publication details

The article was received on 10 Mar 2018, accepted on 12 Jun 2018 and first published on 13 Jun 2018


Article type: Paper
DOI: 10.1039/C8GC00790J
Citation: Green Chem., 2018, Accepted Manuscript
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    Controlled mono-olefination versus diolefination of arenes via C-H activation in water: A key role of catalysts

    H. Zhang, Z. Yang, Q. Ma, J. Liu, Y. Zheng, M. Guan and Y. Wu, Green Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8GC00790J

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