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


ABSTRACT: 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.

SUBMITTER: Olivieri E 

PROVIDER: S-EPMC10099969 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature

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

Olivieri Enzo E   Shao Na N   Rosas Roselyne R   Naubron Jean-Valère JV   Quintard Adrien A  

Angewandte Chemie (International ed. in English) 20221115 50


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 poten  ...[more]

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