Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Capaldo, Luca, Ravelli, Davide, Fagnoni, Maurizio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
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
_version_ 1784641253712855040
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
work_keys_str_mv AT capaldoluca directphotocatalyzedhydrogenatomtransferhatforaliphaticchbondselaboration
AT ravellidavide directphotocatalyzedhydrogenatomtransferhatforaliphaticchbondselaboration
AT fagnonimaurizio directphotocatalyzedhydrogenatomtransferhatforaliphaticchbondselaboration