Dokument: Visible‐Light Switchable Rings and Chains in Dynamic Covalent Imine Chemistry

Titel:Visible‐Light Switchable Rings and Chains in Dynamic Covalent Imine Chemistry
URL für Lesezeichen:https://docserv.uni-duesseldorf.de/servlets/DocumentServlet?id=69735
URN (NBN):urn:nbn:de:hbz:061-20250526-121302-3
Kollektion:Publikationen
Sprache:Englisch
Dokumententyp:Wissenschaftliche Texte » Artikel, Aufsatz
Medientyp:Text
Autoren: Voss, Jona [Autor]
Hartmann, Yannic [Autor]
Nieland, Esther [Autor]
Mix, Andreas [Autor]
Schmidt, Bernd M. [Autor]
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Dateien vom 26.05.2025 / geändert 26.05.2025
Beschreibung:The self-assembliy of red-light switchable, functionalised ortho-difluoroazobenzene isomers E-/Z-A with aliphatic diamines exhibits an alternating match/mismatch behaviour depending
on the diamine’s chain length. While even-numbered diamines exclusively form imine macrocycles with the Z-configured azobenzene isomer, odd-numbered diamines form photoswitchable, defined macrocycles. The formation of Z,Z-A 2 X 2-type macrocycles was demonstrated with butane-1,4- (B) and hexane-1,6-diamine (H), while additionally E,E-A 2 X 2-type macrocycles were obtained with propane-1,3- (Pr), pentane-1,5-diamine (Pe), and diethylene glycol bisamine (O), validated by single-crystal X-ray structures of E,E-A 2 Pr 2 and E,E-A 2 O2. The observed reactivity differences arise from the preferred conformations of the flexible diamines in solution, which alternate predictably with odd and even numbers of methylene groups, investigated by 19 F-DOSY NMR experiments, MALDI-MS measurements, and UV/Visspectroscopy. These findings provide detailed insight into photoresponsive self-assembled systems and highlight the potential of azobenzenes in dynamic covalent chemistry, offering new opportunities for controlling structure and function in adaptive materials.
Rechtliche Vermerke:Originalveröffentlichung:
Voss, J., Hartmann, Y., Nieland, E., Mix, A., & Schmidt, B. M. (2025). Visible‐Light Switchable Rings and Chains in Dynamic Covalent Imine Chemistry. Chemistry - a European Journal, 31(27), Article e202501047. https://doi.org/10.1002/chem.202501047
Lizenz:Creative Commons Lizenzvertrag
Dieses Werk ist lizenziert unter einer Creative Commons Namensnennung 4.0 International Lizenz
Fachbereich / Einrichtung:Mathematisch- Naturwissenschaftliche Fakultät
Dokument erstellt am:26.05.2025
Dateien geändert am:26.05.2025
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