Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 50, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202214763
Keywords
Catalysis; Conformation; Green Chemistry; Hydrogenation; Molecular Switch
Categories
Funding
- Excellence Initiative of Aix-Marseille University-A*Midex
- French Investissements d'Avenir programme [A-M-AAP-EI-17-06-170223-13.06-QUINTARD-SAT]
- Centre National de la Recherche Scientifique (CNRS)
- Aix-Marseille Universite, Universite Grenoble-Alpes
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In this study, we have developed a rotating molecular switch based on metal-catalyzed reversible (de)hydrogenation. This switch can switch between alcohol and ketone through reversible (de)hydrogenation reactions. The absence of waste accumulation in this chemical-stimuli-driven switch is of great significance and has potential applications in the design of efficient complex molecular machines.
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 degrees 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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