Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 20, Pages 5818-5822Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201802748
Keywords
alkyne annulation; C-H activation; electrocatalysis; electrochemistry; ruthenium
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Funding
- DFG (Gottfried-Wilhelm-Leibniz award)
- SGL Carbon
- CSC
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Electrocatalysis has been identified as a powerful strategy for organometallic catalysis, and yet electrocatalytic C-H activation is restricted to strongly N-coordinating directing groups. The first example of electrocatalytic C-H activation by weak O-coordination is presented, in which a versatile ruthenium(II) carboxylate catalyst enables electrooxidative C-H/O-H functionalization for alkyne annulations in the absence of metal oxidants; thereby exploiting sustainable electricity as the sole oxidant. Mechanistic insights provide strong support for a facile organometallic C-H ruthenation and an effective electrochemical reoxidation of the key ruthenium(0) intermediate.
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