Cargando…

Catalytic Transfer Hydrogenation of Arenes and Heteroarenes

Transfer hydrogenation reactions are of great interest to reduce diverse molecules under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benze...

Descripción completa

Detalles Bibliográficos
Autores principales: Gelis, Coralie, Heusler, Arne, Nairoukh, Zackaria, Glorius, Frank
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/PMC7702167/
https://www.ncbi.nlm.nih.gov/pubmed/32519788
http://dx.doi.org/10.1002/chem.202002777
_version_ 1783616561541545984
author Gelis, Coralie
Heusler, Arne
Nairoukh, Zackaria
Glorius, Frank
author_facet Gelis, Coralie
Heusler, Arne
Nairoukh, Zackaria
Glorius, Frank
author_sort Gelis, Coralie
collection PubMed
description Transfer hydrogenation reactions are of great interest to reduce diverse molecules under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds. In this context, we have developed a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3‐dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas.
format Online
Article
Text
id pubmed-7702167
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-77021672020-12-14 Catalytic Transfer Hydrogenation of Arenes and Heteroarenes Gelis, Coralie Heusler, Arne Nairoukh, Zackaria Glorius, Frank Chemistry Communications Transfer hydrogenation reactions are of great interest to reduce diverse molecules under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds. In this context, we have developed a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3‐dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas. John Wiley and Sons Inc. 2020-10-14 2020-11-06 /pmc/articles/PMC7702167/ /pubmed/32519788 http://dx.doi.org/10.1002/chem.202002777 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Gelis, Coralie
Heusler, Arne
Nairoukh, Zackaria
Glorius, Frank
Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title_full Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title_fullStr Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title_full_unstemmed Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title_short Catalytic Transfer Hydrogenation of Arenes and Heteroarenes
title_sort catalytic transfer hydrogenation of arenes and heteroarenes
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7702167/
https://www.ncbi.nlm.nih.gov/pubmed/32519788
http://dx.doi.org/10.1002/chem.202002777
work_keys_str_mv AT geliscoralie catalytictransferhydrogenationofarenesandheteroarenes
AT heuslerarne catalytictransferhydrogenationofarenesandheteroarenes
AT nairoukhzackaria catalytictransferhydrogenationofarenesandheteroarenes
AT gloriusfrank catalytictransferhydrogenationofarenesandheteroarenes