Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction

Oxidative C–H coupling reactions were conducted using graphene oxide (GO) as an oxidant. GO showed high selectivity compared with commonly used oxidants such as (diacetoxyiodo) benzene and 2,3-dichloro-5,6-dicyano-p-benzoquinone. A mechanistic study revealed that radical species contributed to the r...

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Autores principales: Morioku, Kumika, Morimoto, Naoki, Takeuchi, Yasuo, Nishina, Yuta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4867571/
https://www.ncbi.nlm.nih.gov/pubmed/27181191
http://dx.doi.org/10.1038/srep25824
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author Morioku, Kumika
Morimoto, Naoki
Takeuchi, Yasuo
Nishina, Yuta
author_facet Morioku, Kumika
Morimoto, Naoki
Takeuchi, Yasuo
Nishina, Yuta
author_sort Morioku, Kumika
collection PubMed
description Oxidative C–H coupling reactions were conducted using graphene oxide (GO) as an oxidant. GO showed high selectivity compared with commonly used oxidants such as (diacetoxyiodo) benzene and 2,3-dichloro-5,6-dicyano-p-benzoquinone. A mechanistic study revealed that radical species contributed to the reaction. After the oxidative coupling reaction, GO was reduced to form a material that shows electron conductivity and high specific capacitance. Therefore, this system could concurrently achieve two important reactions: C–C bond formation via C–H transformation and production of functionalized graphene.
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spelling pubmed-48675712016-05-31 Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction Morioku, Kumika Morimoto, Naoki Takeuchi, Yasuo Nishina, Yuta Sci Rep Article Oxidative C–H coupling reactions were conducted using graphene oxide (GO) as an oxidant. GO showed high selectivity compared with commonly used oxidants such as (diacetoxyiodo) benzene and 2,3-dichloro-5,6-dicyano-p-benzoquinone. A mechanistic study revealed that radical species contributed to the reaction. After the oxidative coupling reaction, GO was reduced to form a material that shows electron conductivity and high specific capacitance. Therefore, this system could concurrently achieve two important reactions: C–C bond formation via C–H transformation and production of functionalized graphene. Nature Publishing Group 2016-05-16 /pmc/articles/PMC4867571/ /pubmed/27181191 http://dx.doi.org/10.1038/srep25824 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Morioku, Kumika
Morimoto, Naoki
Takeuchi, Yasuo
Nishina, Yuta
Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title_full Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title_fullStr Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title_full_unstemmed Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title_short Concurrent Formation of Carbon–Carbon Bonds and Functionalized Graphene by Oxidative Carbon-Hydrogen Coupling Reaction
title_sort concurrent formation of carbon–carbon bonds and functionalized graphene by oxidative carbon-hydrogen coupling reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4867571/
https://www.ncbi.nlm.nih.gov/pubmed/27181191
http://dx.doi.org/10.1038/srep25824
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