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Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals

The discovery of new activation modes for the creation of carbon-centered radicals is a task of great interest in organic chemistry. Classical activation modes for the generation of highly reactive radical carbon-centered intermediates typically relied on thermal activation of radical initiators or...

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Autores principales: Piedra, Helena F., Valdés, Carlos, Plaza, Manuel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10231334/
https://www.ncbi.nlm.nih.gov/pubmed/37265729
http://dx.doi.org/10.1039/d3sc01724a
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author Piedra, Helena F.
Valdés, Carlos
Plaza, Manuel
author_facet Piedra, Helena F.
Valdés, Carlos
Plaza, Manuel
author_sort Piedra, Helena F.
collection PubMed
description The discovery of new activation modes for the creation of carbon-centered radicals is a task of great interest in organic chemistry. Classical activation modes for the generation of highly reactive radical carbon-centered intermediates typically relied on thermal activation of radical initiators or irradiation with unsafe energetic UV light of adequate reaction precursors. In recent years, photoredox chemistry has emerged as a leading strategy towards the catalytic generation of C-centered radicals, which enabled their participation in novel synthetic organic transformations which is otherwise very challenging or even impossible to take place. As an alternative to these activation modes for the generation of C-centered radicals, the pursuit of greener, visible-light initiated reactions that do not necessitate a photoredox/metal catalyst has recently caught the attention of chemists. In this review, we covered recent transformations, which rely on photoactivation with low-energy light of a class of EDA complexes, known as halogen-bonding adducts, for the creation of C-centered radicals.
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spelling pubmed-102313342023-06-01 Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals Piedra, Helena F. Valdés, Carlos Plaza, Manuel Chem Sci Chemistry The discovery of new activation modes for the creation of carbon-centered radicals is a task of great interest in organic chemistry. Classical activation modes for the generation of highly reactive radical carbon-centered intermediates typically relied on thermal activation of radical initiators or irradiation with unsafe energetic UV light of adequate reaction precursors. In recent years, photoredox chemistry has emerged as a leading strategy towards the catalytic generation of C-centered radicals, which enabled their participation in novel synthetic organic transformations which is otherwise very challenging or even impossible to take place. As an alternative to these activation modes for the generation of C-centered radicals, the pursuit of greener, visible-light initiated reactions that do not necessitate a photoredox/metal catalyst has recently caught the attention of chemists. In this review, we covered recent transformations, which rely on photoactivation with low-energy light of a class of EDA complexes, known as halogen-bonding adducts, for the creation of C-centered radicals. The Royal Society of Chemistry 2023-05-11 /pmc/articles/PMC10231334/ /pubmed/37265729 http://dx.doi.org/10.1039/d3sc01724a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Piedra, Helena F.
Valdés, Carlos
Plaza, Manuel
Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title_full Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title_fullStr Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title_full_unstemmed Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title_short Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
title_sort shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon–halogen bonds for the generation of carbon-centered radicals
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10231334/
https://www.ncbi.nlm.nih.gov/pubmed/37265729
http://dx.doi.org/10.1039/d3sc01724a
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