Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst
Abstract 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 im...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Nature Portfolio
2015-07-01
|
| Series: | Scientific Reports |
| Online Access: | https://doi.org/10.1038/srep12005 |
| _version_ | 1797276541548232704 |
|---|---|
| author | Yan-Li Cui Xiao-Ning Guo Ying-Yong Wang Xiang-Yun Guo |
| author_facet | Yan-Li Cui Xiao-Ning Guo Ying-Yong Wang Xiang-Yun Guo |
| author_sort | Yan-Li Cui |
| collection | DOAJ |
| description | Abstract 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 oC 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. |
| first_indexed | 2024-03-07T15:29:39Z |
| format | Article |
| id | doaj.art-5854f09e356c460d9ea687fedfbd2d0d |
| institution | Directory Open Access Journal |
| issn | 2045-2322 |
| language | English |
| last_indexed | 2024-03-07T15:29:39Z |
| publishDate | 2015-07-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj.art-5854f09e356c460d9ea687fedfbd2d0d2024-03-05T16:30:33ZengNature PortfolioScientific Reports2045-23222015-07-01511910.1038/srep12005Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalystYan-Li Cui0Xiao-Ning Guo1Ying-Yong Wang2Xiang-Yun Guo3State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of SciencesState Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of SciencesState Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of SciencesState Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of SciencesAbstract 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 oC 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.https://doi.org/10.1038/srep12005 |
| spellingShingle | Yan-Li Cui Xiao-Ning Guo Ying-Yong Wang Xiang-Yun Guo Visible-light-driven Photocatalytic N-arylation of Imidazole Derivatives and Arylboronic Acids on Cu/graphene catalyst Scientific Reports |
| 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 |
| url | https://doi.org/10.1038/srep12005 |
| work_keys_str_mv | AT yanlicui visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT xiaoningguo visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT yingyongwang visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst AT xiangyunguo visiblelightdrivenphotocatalyticnarylationofimidazolederivativesandarylboronicacidsoncugraphenecatalyst |