Reversible C═N Bond Formation Controls Charge-Separation in an Aza-Diarylethene Photoswitch
Sacherer, M., Gracheva, S., Maid, H., Placht, C., Hampel, F., Dube, H. J. Am. Chem. Soc. 2024, 146, 14, 9575–9582…
Prof. Dr. Henry Dube
Department of Chemistry and Pharmacy
Chair of Organic Chemistry I
Nikolaus-Fiebiger-Str. 10
91058 Erlangen
- Phone number: +49 9131 85-65571
- Fax number: +49 9131 85-65501
- Email: henry.dube@fau.de
- Website: https://www.chemistry.nat.fau.eu/dube-group
Publications
- Josef, V., Harenz, F., Perez-Ojeda Rodriguez, M.E., & Dube, H. (2025). Arriving at Short Wavelength Infrared: Beyond 1000 nm Reversible Photoswitching of peri-Anthracenethioindigo Using Aggregation Induced Bathochromism. (Unpublished, Submitted).
- Gnannt, F., Gerwien, A., Waldmannstetter, S., Gracheva, S., & Dube, H. (2024). Directional Bias in Molecular Photogearing Evidenced by LED-Coupled Chiral Cryo-HPLC. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202405299
- Köttner, L., & Dube, H. (2024). Path-Independent All-Visible Orthogonal Photoswitching for Applications in Multi-Photochromic Polymers and Molecular Computing. Angewandte Chemie International Edition, 63(44). https://doi.org/10.1002/anie.202409214
- Köttner, L., Wolff, F., Mayer, P., Zanin, E., & Dube, H. (2024). Rhodanine-Based Chromophores: Fast Access to Capable Photoswitches and Application in Light-Induced Apoptosis Autoren. Journal of the American Chemical Society, 146(3), 1894–1903. https://doi.org/10.1021/jacs.3c07710
- Reißenweber, L., Uhl, E., Hampel, F., Mayer, P., & Dube, H. (2024). Directionality Reversal and Shift of Rotational Axis in a Hemithioindigo Macrocyclic Molecular Motor. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.4c06377
- Sacherer, M., & Dube, H. (2024). Combined Photopolymerization and Localized Photochromism by Aza-Diarylethene and Hemiindigo Synergy. Advanced Materials. https://doi.org/10.1002/adma.202411223
- Sacherer, M., & Dube, H. (2024). Second Generation Zwitterionic Aza-Diarylethene: Photoreversible CN Bond Formation, Three-State Photoswitching, Thermal Energy Release, and Facile Photoinitiation of Polymerization. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202415961
- Sacherer, M., Gracheva, S., Maid, H., Placht, C., Hampel, F., & Dube, H. (2024). Reversible C═N Bond Formation Controls Charge-Separation in an Aza-Diarylethene Photoswitch. Journal of the American Chemical Society, 146(14), 9575-9582. https://doi.org/10.1021/jacs.3c11803
- Zitzmann, M., Fröhling, M., & Dube, H. (2024). Gain of Function Recyclable Photoswitches: Reversible Simultaneous Substitution and Photochromism Generation. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202318767
- Fischer, T., Leitner, J., Gerwien, A., Mayer, P., Dreuw, A., Dube, H., & Wachtveitl, J. (2023). Mechanistic Elucidation of the Hula-Twist Photoreaction in Hemithioindigo. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.3c03536
- Köttner, L., Ciekalski, E., & Dube, H. (2023). Peri-Anthracenethioindigo: A Scaffold for Efficient All-Red-Light and Near-Infrared Molecular Photoswitching**. Angewandte Chemie International Edition, 62(52). https://doi.org/10.1002/anie.202312955
- Lüer, L., Wang, R., Liu, C., Dube, H., Heumüller, T., Hauch, J., & Brabec, C. (2023). Maximizing Performance and Stability of Organic Solar Cells at Low Driving Force for Charge Separation. Advanced Science. https://doi.org/10.1002/advs.202305948
- Regen-Pregizer, B., & Dube, H. (2023). Defining Unidirectional Motions and Structural Reconfiguration in a Macrocyclic Molecular Motor. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.3c01567
- Regen-Pregizer, B., Özçelik, A., Mayer, P., Hampel, F., & Dube, H. (2023). A photochemical method to evidence directional molecular motions. Nature Communications, 14(1). https://doi.org/10.1038/s41467-023-40190-4
- Sacherer, M., Hampel, F., & Dube, H. (2023). Diaryl-hemiindigos as visible light, pH, and heat responsive four-state switches and application in photochromic transparent polymers. Nature Communications, 14(1). https://doi.org/10.1038/s41467-023-39944-x
- Stockerl, W.J., Reißenweber, L., Gerwien, A., Bach, N., Thumser, S., Mayer, P.,... Dube, H. (2023). Azotriptycenes: Photoswitchable Molecular Brakes. Chemistry - A European Journal. https://doi.org/10.1002/chem.202302267
- Zitzmann, M., Hampel, F., & Dube, H. (2023). A cross-conjugation approach for high-performance diaryl-hemithioindigo photoswitches. Chemical Science. https://doi.org/10.1039/d2sc06939c
- Bach, N., Josef, V., Maid, H., & Dube, H. (2022). Active Mechanical Threading by a Molecular Motor. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202201882
- Gerwien, A., Gnannt, F., Mayer, P., & Dube, H. (2022). Photogearing as a concept for translation of precise motions at the nanoscale. Nature Chemistry. https://doi.org/10.1038/s41557-022-00917-0
- Josef, V., Hampel, F., & Dube, H. (2022). Heterocyclic Hemithioindigos: Highly Advantageous Properties as Molecular Photoswitches**. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.202210855
- Wilcken, R., Gerwien, A., Huber, L.A., Dube, H., & Riedle, E. (2022). Quantitative In-Situ NMR Illumination for Excitation and Kinetic Analysis of Molecular Motor Intermediates. Chemphotochem. https://doi.org/10.1002/cptc.202100232
- Bartelmann, T., Gnannt, F., Zitzmann, M., Mayer, P., & Dube, H. (2021). Sulfoxide hemithioindigo tweezers - visible light addressable capture and release. Chemical Science, 12(10), 3651-3659. https://doi.org/10.1039/d0sc04981f
- Gerwien, A., Jehle, B., Irmler, M., Mayer, P., & Dube, H. (2021). An Eight-State Molecular Sequential Switch Featuring a Dual Single-Bond Rotation Photoreaction. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.1c11183
- Huber, L.A., Thumser, S., Grill, K., Voßiek, D., Bach, N., Mayer, P., & Dube, H. (2021). Steric Effects on the Thermal Processes of Hemithioindigo Based Molecular Motor Rotation. Chemistry - A European Journal. https://doi.org/10.1002/chem.202100950
- Kohl, F., Gerwien, A., Hampel, F., Mayer, P., & Dube, H. (2021). Hemithioindigo-Based Trioxobicyclononadiene: 3D Multiswitching of Electronic and Geometric Properties. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.1c12364
- Stallhofer, K., Nuber, M., Schüppel, F., Thumser, S., Iglev, H., De Vivie-Riedle, R.,... Dube, H. (2021). Electronic and Geometric Characterization of TICT Formation in Hemithioindigo Photoswitches by Picosecond Infrared Spectroscopy. Journal of Physical Chemistry A. https://doi.org/10.1021/acs.jpca.1c02646
- Thumser, S., Köttner, L., Hoffmann, N., Mayer, P., & Dube, H. (2021). All-Red-Light Photoswitching of Indirubin Controlled by Supramolecular Interactions. Journal of the American Chemical Society, 143(43), 18251-18260. https://doi.org/10.1021/jacs.1c08206
- Uhl, E., Wolff, F., Mangal, S., Dube, H., & Zanin, E. (2021). Light-Controlled Cell-Cycle Arrest and Apoptosis. Angewandte Chemie International Edition, 60(3), 1187-1196. https://doi.org/10.1002/anie.202008267
- Carrascosa, E., Petermayer, C., Scholz, M.S., Bull, J.N., Dube, H., & Bieske, E.J. (2020). Reversible Photoswitching of Isolated Ionic Hemiindigos with Visible Light. ChemPhysChem. https://doi.org/10.1002/cphc.201900963
- Grill, K., & Dube, H. (2020). Supramolecular relay-control of organocatalysis with a hemithioindigo-based molecular motor. Journal of the American Chemical Society, 142(45), 19300-19307. https://doi.org/10.1021/jacs.0c09519
- Kanj, A.B., Chandresh, A., Gerwien, A., Grosjean, S., Braese, S., Wang, Y.,... Heinke, L. (2020). Proton-conduction photomodulation in spiropyran-functionalized MOFs with large on-off ratio. Chemical Science, 11(5), 1404-1410. https://doi.org/10.1039/c9sc04926f
- Köttner, L., Schildhauer, M., Wiedbrauk, S., Mayer, P., & Dube, H. (2020). Oxidized Hemithioindigo Photoswitches—Influence of Oxidation State on (Photo)physical and Photochemical Properties. Chemistry - A European Journal. https://doi.org/10.1002/chem.202002176
- Uhl, E., Mayer, P., & Dube, H. (2020). Active and Unidirectional Acceleration of Biaryl Rotation by a Molecular Motor. Angewandte Chemie International Edition, 59(14), 5730-5737. https://doi.org/10.1002/anie.201913798
- Wilcken, R., Huber, L., Grill, K., Guentner, M., Schildhauer, M., Thumser, S.,... Dube, H. (2020). Tuning the Ground and Excited State Dynamics of Hemithioindigo Molecular Motors by Changing Substituents. Chemistry - A European Journal. https://doi.org/10.1002/chem.202003096
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