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Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions
Metal and catalyst‐free carbohydroxylations and carboetherifications at room temperature have been achieved by a combination of beneficial factors including high aryl diazonium concentration and visible light irradiation. The acceleration of the reaction by visible light irradiation is particularly...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898656/ https://www.ncbi.nlm.nih.gov/pubmed/33006177 http://dx.doi.org/10.1002/chem.202004234 |
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author | Altmann, Lisa‐Marie Zantop, Viviane Wenisch, Pia Diesendorf, Nina Heinrich, Markus R. |
author_facet | Altmann, Lisa‐Marie Zantop, Viviane Wenisch, Pia Diesendorf, Nina Heinrich, Markus R. |
author_sort | Altmann, Lisa‐Marie |
collection | PubMed |
description | Metal and catalyst‐free carbohydroxylations and carboetherifications at room temperature have been achieved by a combination of beneficial factors including high aryl diazonium concentration and visible light irradiation. The acceleration of the reaction by visible light irradiation is particularly remarkable against the background that neither the aryldiazonium salt nor the alkene show absorptions in the respective range of wavelength. These observations point to weak charge transfer interactions between diazonium salt and alkene, which are nevertheless able to considerably influence the reaction course. As highly promising perspective, many more aryldiazonium‐based radical arylations might benefit from simple light irradiation without requiring a photocatalyst or particular additive. |
format | Online Article Text |
id | pubmed-7898656 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-78986562021-03-03 Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions Altmann, Lisa‐Marie Zantop, Viviane Wenisch, Pia Diesendorf, Nina Heinrich, Markus R. Chemistry Full Papers Metal and catalyst‐free carbohydroxylations and carboetherifications at room temperature have been achieved by a combination of beneficial factors including high aryl diazonium concentration and visible light irradiation. The acceleration of the reaction by visible light irradiation is particularly remarkable against the background that neither the aryldiazonium salt nor the alkene show absorptions in the respective range of wavelength. These observations point to weak charge transfer interactions between diazonium salt and alkene, which are nevertheless able to considerably influence the reaction course. As highly promising perspective, many more aryldiazonium‐based radical arylations might benefit from simple light irradiation without requiring a photocatalyst or particular additive. John Wiley and Sons Inc. 2020-12-29 2021-02-01 /pmc/articles/PMC7898656/ /pubmed/33006177 http://dx.doi.org/10.1002/chem.202004234 Text en © 2020 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Full Papers Altmann, Lisa‐Marie Zantop, Viviane Wenisch, Pia Diesendorf, Nina Heinrich, Markus R. Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title | Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title_full | Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title_fullStr | Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title_full_unstemmed | Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title_short | Visible Light Promoted, Catalyst‐Free Radical Carbohydroxylation and Carboetherification under Mild Biomimetic Conditions |
title_sort | visible light promoted, catalyst‐free radical carbohydroxylation and carboetherification under mild biomimetic conditions |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898656/ https://www.ncbi.nlm.nih.gov/pubmed/33006177 http://dx.doi.org/10.1002/chem.202004234 |
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