Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts
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 electrocatalysis in alkaline aqueous electrolyte. Catalytic rates of oxygen reduction are positively c...
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| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2016
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| Online Access: | http://hdl.handle.net/1721.1/103933 https://orcid.org/0000-0002-6556-3571 https://orcid.org/0000-0003-1016-3420 |
| _version_ | 1826217198549467136 |
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| author | Fukushima, Tomohiro Drisdell, Walter Yano, Junko Surendranath, Yogesh |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Fukushima, Tomohiro Drisdell, Walter Yano, Junko Surendranath, Yogesh |
| author_sort | Fukushima, Tomohiro |
| collection | MIT |
| description | 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 electrocatalysis 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. |
| first_indexed | 2024-09-23T16:59:35Z |
| format | Article |
| id | mit-1721.1/103933 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T16:59:35Z |
| publishDate | 2016 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/1039332022-09-29T22:56:23Z Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts Fukushima, Tomohiro Drisdell, Walter Yano, Junko Surendranath, Yogesh Massachusetts Institute of Technology. Department of Chemistry Surendranath, Yogesh Fukushima, Tomohiro Surendranath, Yogesh 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 electrocatalysis 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. Japan Society for the Promotion of Science (Postdoctoral Fellowship) United States. Dept. of Energy. Office of Basic Energy Sciences (Award number DE-SC0014176) Massachusetts Institute of Technology. Department of Chemistry (Junior Faculty Funds) 2016-08-16T16:51:32Z 2016-08-16T16:51:32Z 2015-08 2015-06 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/103933 Fukushima, Tomohiro, Walter Drisdell, Junko Yano, and Yogesh Surendranath. “Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts.” Journal of the American Chemical Society 137, no. 34 (September 2, 2015): 10926–10929. https://orcid.org/0000-0002-6556-3571 https://orcid.org/0000-0003-1016-3420 en_US http://dx.doi.org/10.1021/jacs.5b06737 Journal of the American Chemical Society Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) Prof. Surendranath via Erja Kajosalo |
| spellingShingle | Fukushima, Tomohiro Drisdell, Walter Yano, Junko Surendranath, Yogesh Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title | Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title_full | Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title_fullStr | Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title_full_unstemmed | Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title_short | Graphite-Conjugated Pyrazines as Molecularly Tunable Heterogeneous Electrocatalysts |
| title_sort | graphite conjugated pyrazines as molecularly tunable heterogeneous electrocatalysts |
| url | http://hdl.handle.net/1721.1/103933 https://orcid.org/0000-0002-6556-3571 https://orcid.org/0000-0003-1016-3420 |
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