Journal
SCIENCE
Volume 369, Issue 6505, Pages 850-+Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.abc1607
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Funding
- U.S. Department of Energy [DOE-0235032]
- Resnick Sustainability Institute
- Ramon Areces Foundation
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Electrocatalytic approaches to the activation of unsaturated substrates via reductive concerted proton-electron transfer ( CPET) must overcome competing, often kinetically dominant hydrogen evolution. We introduce the design of a molecular mediator for electrochemically triggered reductive CPET through the synthetic integration of a Bronsted acid and a redox mediator. Cathodic reduction at the cobaltocenium redox mediator substantially weakens the homolytic nitrogen-hydrogen bond strength of a Bronsted acidic anilinium tethered to one of the cyclopentadienyl rings. The electrochemically generated molecular mediator is demonstrated to transform a model substrate, acetophenone, to its corresponding neutral a-radical via a rate-determining CPET.
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