Cargando…
Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst
N-aryl imidazoles play an important role as structural and functional units in many natural products and biologically active compounds. Herein, we report a photocatalytic route for the C-N cross-coupling reactions over a Cu/graphene catalyst, which can effectively catalyze N-arylation of imidazole a...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group
2015
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4648406/ https://www.ncbi.nlm.nih.gov/pubmed/26189944 http://dx.doi.org/10.1038/srep12005 |
_version_ | 1782401226634166272 |
---|---|
author | Cui, Yan-Li Guo, Xiao-Ning Wang, Ying-Yong Guo, Xiang-Yun |
author_facet | Cui, Yan-Li Guo, Xiao-Ning Wang, Ying-Yong Guo, Xiang-Yun |
author_sort | Cui, Yan-Li |
collection | PubMed |
description | N-aryl imidazoles play an important role as structural and functional units in many natural products and biologically active compounds. Herein, we report a photocatalytic route for the C-N cross-coupling reactions over a Cu/graphene catalyst, which can effectively catalyze N-arylation of imidazole and phenylboronic acid, and achieve a turnover frequency of 25.4 h(−1) at 25 (o)C and the irradiation of visible light. The enhanced catalytic activity of the Cu/graphene under the light irradiation results from the localized surface plasmon resonance of copper nanoparticles. The Cu/graphene photocatalyst has a general applicability for photocatalytic C-N, C-O and C-S cross-coupling of arylboronic acids with imidazoles, phenols and thiophenols. This study provides a green photocatalytic route for the production of N-aryl imidazoles. |
format | Online Article Text |
id | pubmed-4648406 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | Nature Publishing Group |
record_format | MEDLINE/PubMed |
spelling | pubmed-46484062015-11-23 Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst Cui, Yan-Li Guo, Xiao-Ning Wang, Ying-Yong Guo, Xiang-Yun Sci Rep Article N-aryl imidazoles play an important role as structural and functional units in many natural products and biologically active compounds. Herein, we report a photocatalytic route for the C-N cross-coupling reactions over a Cu/graphene catalyst, which can effectively catalyze N-arylation of imidazole and phenylboronic acid, and achieve a turnover frequency of 25.4 h(−1) at 25 (o)C and the irradiation of visible light. The enhanced catalytic activity of the Cu/graphene under the light irradiation results from the localized surface plasmon resonance of copper nanoparticles. The Cu/graphene photocatalyst has a general applicability for photocatalytic C-N, C-O and C-S cross-coupling of arylboronic acids with imidazoles, phenols and thiophenols. This study provides a green photocatalytic route for the production of N-aryl imidazoles. Nature Publishing Group 2015-07-20 /pmc/articles/PMC4648406/ /pubmed/26189944 http://dx.doi.org/10.1038/srep12005 Text en Copyright © 2015, 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 Cui, Yan-Li Guo, Xiao-Ning Wang, Ying-Yong Guo, Xiang-Yun Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title | Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title_full | Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title_fullStr | Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title_full_unstemmed | Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title_short | Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst |
title_sort | visible-light-driven photocatalytic n-arylation of imidazole derivatives and arylboronic acids on cu/graphene catalyst |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4648406/ https://www.ncbi.nlm.nih.gov/pubmed/26189944 http://dx.doi.org/10.1038/srep12005 |
work_keys_str_mv | AT cuiyanli visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT guoxiaoning visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT wangyingyong visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT guoxiangyun visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst |