4.6 Article

Direct Oxidative Coupling of Arenes with Olefins by Rh-Catalyzed C-H Activation in Air: Observation of a Strong Cooperation of the Acid

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 18, Issue 31, Pages 9699-9704

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201200657

Keywords

C-H activation; olefination; rhodium; oxidative coupling; vinylarenes

Funding

  1. National Science Foundation of China (NSFC) [20872108, 21072149]

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A [{RhCl(cod)}2]/CCl3COOH system was developed for the oxidative coupling of non-chelate-assisted arenes with olefins in the presence of catalytic amounts of Cu(OAc)2 center dot H2O as a co-oxidant and oxygen as the terminal oxidant. The acid was an indispensable component in this system and played a very important role in the coupling reaction. This catalytic system was applied to the direct oxidative coupling of a series of arenes and olefins and the corresponding products were afforded in high yields with special chemo- and regioselectivity. This reaction provides an atom-efficient route to vinylarenes, which are widely used in various fine chemicals.

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