Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 34, Pages 10926-10929Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b06737
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Funding
- JSPS
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences [DE-SC0014176]
- MIT Department of Chemistry through junior faculty funds
- Joint Center for Artificial Photosynthesis
- DOE Energy Innovation Hub
- Office of Science of U.S. Department of Energy [DE-SC0004993, DE-AC02-05CH11231]
- U.S. Department of Energy (DOE) [DE-SC0014176] Funding Source: U.S. Department of Energy (DOE)
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Condensation of ortho-phenylenediamine derivatives with ortho-quinone moieties at edge planes of graphitic carbon generates graphite-conjugated pyrazines (GCPs) that are active for oxygen reduction electro-catalysis in alkaline aqueous electrolyte. Catalytic rates of oxygen reduction are positively correlated with the electrophilicity of the active site pyrazine unit and can be tuned by over 70-fold by appending electron-withdrawing substituents to the phenylenediamine precursors. Discrete molecular analogs containing pyrazine moieties display no activity above background under identical conditions. This simple bottom up method for constructing molecularly well-defined active sites on ubiquitous graphitic solids enables the rational design of tunable heterogeneous catalysts.
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