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Angew Chem Int Ed Engl. 2018 May 14;57(20):5828-5832. doi: 10.1002/anie.201803342. Epub 2018 Apr 23.

Electrooxidative Rhodium-Catalyzed C-H/C-H Activation: Electricity as Oxidant for Cross-Dehydrogenative Alkenylation.

Angewandte Chemie (International ed. in English)

Youai Qiu, Wei-Jun Kong, Julia Struwe, Nicolas Sauermann, Torben Rogge, Alexej Scheremetjew, Lutz Ackermann

Affiliations

  1. Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077, Göttingen, Germany.

PMID: 29633454 DOI: 10.1002/anie.201803342

Abstract

Rhodium(III) catalysis has enabled a plethora of oxidative C-H functionalizations, which predominantly employ stoichiometric amounts of toxic and/or expensive metal oxidants. In contrast, we herein describe the first electrochemical rhodium-catalyzed C-H activation that avoids hazardous chemical oxidants. Environmentally benign twofold C-H/C-H functionalizations were accomplished with weakly coordinating benzoic acids and benzamides, employing electricity as the terminal oxidant and generating H

© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: C−H activation; electrocatalysis; electrooxidation; olefination; rhodium

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