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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...

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Autores principales: Altmann, Lisa‐Marie, Zantop, Viviane, Wenisch, Pia, Diesendorf, Nina, Heinrich, Markus R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
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.
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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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