Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch

We report here the development of a rotating molecular switch based on metal‐catalyzed reversible (de)‐hydrogenation. Under an argon atmosphere, acceptorless dehydrogenation induces a switch from an alcohol to a ketone, while reversing to a hydrogen pressure switches back the system to the alcohol....

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Detalles Bibliográficos
Autores principales: Olivieri, Enzo, Shao, Na, Rosas, Roselyne, Naubron, Jean‐Valère, Quintard, Adrien
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10099969/
https://www.ncbi.nlm.nih.gov/pubmed/36226997
http://dx.doi.org/10.1002/anie.202214763
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author Olivieri, Enzo
Shao, Na
Rosas, Roselyne
Naubron, Jean‐Valère
Quintard, Adrien
author_facet Olivieri, Enzo
Shao, Na
Rosas, Roselyne
Naubron, Jean‐Valère
Quintard, Adrien
author_sort Olivieri, Enzo
collection PubMed
description We report here the development of a rotating molecular switch based on metal‐catalyzed reversible (de)‐hydrogenation. Under an argon atmosphere, acceptorless dehydrogenation induces a switch from an alcohol to a ketone, while reversing to a hydrogen pressure switches back the system to the alcohol. Based on a tolane scaffold, such reversible (de)‐hydrogenation enables 180° rotation. The absence of waste accumulation in a switch relying on chemical stimuli is of great significance and could potentially be applied to the design of efficient complex molecular machines.
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spelling pubmed-100999692023-04-14 Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch Olivieri, Enzo Shao, Na Rosas, Roselyne Naubron, Jean‐Valère Quintard, Adrien Angew Chem Int Ed Engl Communications We report here the development of a rotating molecular switch based on metal‐catalyzed reversible (de)‐hydrogenation. Under an argon atmosphere, acceptorless dehydrogenation induces a switch from an alcohol to a ketone, while reversing to a hydrogen pressure switches back the system to the alcohol. Based on a tolane scaffold, such reversible (de)‐hydrogenation enables 180° rotation. The absence of waste accumulation in a switch relying on chemical stimuli is of great significance and could potentially be applied to the design of efficient complex molecular machines. John Wiley and Sons Inc. 2022-11-15 2022-12-12 /pmc/articles/PMC10099969/ /pubmed/36226997 http://dx.doi.org/10.1002/anie.202214763 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Olivieri, Enzo
Shao, Na
Rosas, Roselyne
Naubron, Jean‐Valère
Quintard, Adrien
Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title_full Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title_fullStr Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title_full_unstemmed Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title_short Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch
title_sort catalytic reversible (de)hydrogenation to rotate a chemically fueled molecular switch
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10099969/
https://www.ncbi.nlm.nih.gov/pubmed/36226997
http://dx.doi.org/10.1002/anie.202214763
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AT naubronjeanvalere catalyticreversibledehydrogenationtorotateachemicallyfueledmolecularswitch
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