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Dr. Joanna Wencel-Delord, Corinna Nimphius, Dr. Honggen Wang and Prof. Dr. Frank Glorius Rhodium(III) and Hexabromobenzene—A Catalyst System for the Cross-Dehydrogenative Coupling of Simple Arenes and Heterocycles with Arenes Bearing Directing Groups Angewandte Chemie International Edition 51

Version of Record online: 19 OCT 2012 | DOI: 10.1002/anie.201205734

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C6Brsix & drugs! C6Br6 can be used as the cooxidant/catalyst modifier for the [RhIIICp*]-catalyzed (Cp*=C5Me5) dehydrogenative cross-coupling of benzamides with simple benzene derivatives (see scheme, DG=directing group). Similarly, heterocycles can be coupled and druglike structures formed. Mechanistic studies suggest a unique and multiple role of the Cu(OAc)2/C6Br6 system and a nonchelate-assisted C[BOND]H activation as the rate-determing step.

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