Electrooxidation-induced reverse switching in azobenzene-based photoswitches
Photoswitches, which reversibly switch between isomeric forms upon light exposure, offer promising applications in optical computing, photoresponsive materials, and molecular energy storage. Efficient and controllable back-isomerization is essential for practical applications and can be achieved ele...
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| Hauptverfasser: | , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
11 December 2025
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| In: |
The journal of physical chemistry. C, Energy, materials, and catalysis
Year: 2025, Jahrgang: 129, Heft: 49, Pages: 21560-21570 |
| ISSN: | 1932-7455 |
| DOI: | 10.1021/acs.jpcc.5c06149 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.jpcc.5c06149
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| Verfasserangaben: | Zarah Hussain, Dominic Schatz, Nils Oberhof, Evanie Franz, Daniel Schauermann, Andreas Dreuw, Hermann A. Wegner, Olaf Brummel, and Jörg Libuda |
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| 520 | |a Photoswitches, which reversibly switch between isomeric forms upon light exposure, offer promising applications in optical computing, photoresponsive materials, and molecular energy storage. Efficient and controllable back-isomerization is essential for practical applications and can be achieved electrochemically. In this study, we explore how electrochemical oxidation governs the back-conversion of the azobenzene-based photoswitch 4,4′-(diazene-1,2-diyl)bis(N,N′-diethylaniline) (A-AZO). Combining in situ photoelectrochemical infrared reflection absorption spectroscopy with density functional theory calculations, we show that A-AZO undergoes reversible two-step oxidation, forming singly and doubly oxidized species (A-AZO1+ and A-AZO2+), with the positive charge primarily localized on the nitrogen atoms of the amino groups. Photochemically, (E)-A-AZO isomerizes to its (Z)-form. Upon electrochemical triggering, the oxidized (Z)-A-AZOx+ species act as catalytic intermediates that accelerate the back-conversion to the (E)-isomer. This autocatalytic reaction proceeds with high selectivity and requires minimal external energy input, making it particularly attractive for energy-efficient switching in molecular systems. | ||
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