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Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration
[Image: see text] Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration of aliphatic C–H bonds. In this manifold, a photocatalyst (PC(HAT)) exploits the energy of a photon to trigger the homolytic cleavage of such bonds in organic compounds. Se...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8796199/ https://www.ncbi.nlm.nih.gov/pubmed/34355884 http://dx.doi.org/10.1021/acs.chemrev.1c00263 |
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author | Capaldo, Luca Ravelli, Davide Fagnoni, Maurizio |
author_facet | Capaldo, Luca Ravelli, Davide Fagnoni, Maurizio |
author_sort | Capaldo, Luca |
collection | PubMed |
description | [Image: see text] Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration of aliphatic C–H bonds. In this manifold, a photocatalyst (PC(HAT)) exploits the energy of a photon to trigger the homolytic cleavage of such bonds in organic compounds. Selective C–H bond elaboration may be achieved by a judicious choice of the hydrogen abstractor (key parameters are the electronic character and the molecular structure), as well as reaction additives. Different are the classes of PCs(HAT) available, including aromatic ketones, xanthene dyes (Eosin Y), polyoxometalates, uranyl salts, a metal-oxo porphyrin and a tris(amino)cyclopropenium radical dication. The processes (mainly C–C bond formation) are in most cases carried out under mild conditions with the help of visible light. The aim of this review is to offer a comprehensive survey of the synthetic applications of photocatalyzed d-HAT. |
format | Online Article Text |
id | pubmed-8796199 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-87961992022-01-28 Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration Capaldo, Luca Ravelli, Davide Fagnoni, Maurizio Chem Rev [Image: see text] Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration of aliphatic C–H bonds. In this manifold, a photocatalyst (PC(HAT)) exploits the energy of a photon to trigger the homolytic cleavage of such bonds in organic compounds. Selective C–H bond elaboration may be achieved by a judicious choice of the hydrogen abstractor (key parameters are the electronic character and the molecular structure), as well as reaction additives. Different are the classes of PCs(HAT) available, including aromatic ketones, xanthene dyes (Eosin Y), polyoxometalates, uranyl salts, a metal-oxo porphyrin and a tris(amino)cyclopropenium radical dication. The processes (mainly C–C bond formation) are in most cases carried out under mild conditions with the help of visible light. The aim of this review is to offer a comprehensive survey of the synthetic applications of photocatalyzed d-HAT. American Chemical Society 2021-08-06 2022-01-26 /pmc/articles/PMC8796199/ /pubmed/34355884 http://dx.doi.org/10.1021/acs.chemrev.1c00263 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Capaldo, Luca Ravelli, Davide Fagnoni, Maurizio Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration |
title | Direct Photocatalyzed Hydrogen Atom Transfer (HAT)
for Aliphatic C–H Bonds Elaboration |
title_full | Direct Photocatalyzed Hydrogen Atom Transfer (HAT)
for Aliphatic C–H Bonds Elaboration |
title_fullStr | Direct Photocatalyzed Hydrogen Atom Transfer (HAT)
for Aliphatic C–H Bonds Elaboration |
title_full_unstemmed | Direct Photocatalyzed Hydrogen Atom Transfer (HAT)
for Aliphatic C–H Bonds Elaboration |
title_short | Direct Photocatalyzed Hydrogen Atom Transfer (HAT)
for Aliphatic C–H Bonds Elaboration |
title_sort | direct photocatalyzed hydrogen atom transfer (hat)
for aliphatic c–h bonds elaboration |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8796199/ https://www.ncbi.nlm.nih.gov/pubmed/34355884 http://dx.doi.org/10.1021/acs.chemrev.1c00263 |
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