All-visible-light-driven stiff-stilbene photoswitches

Open Access
Authors
  • F. Xu
  • J. Sheng
  • C.N. Stindt
  • S. Crespi
  • W. Danowski
  • M.F. Hilbers
  • W.J. Buma ORCID logo
  • B.L. Feringa
Publication date 2024
Journal Chemical Science
Volume | Issue number 15 | 18
Pages (from-to) 6763-6769
Number of pages 7
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract
Molecular photoswitches are potent tools to construct dynamic functional systems and responsive materials that can be controlled in a non-invasive manner. As P-type photoswitches, stiff-stilbenes attract increasing interest, owing to their superiority in quantum yield, significant geometric differences between isomers, excellent thermostability and robust switching behavior. Nevertheless, the UV-light-triggered photoisomerization of stiff-stilbenes has been a main drawback for decades as UV light is potentially harmful and has low penetration depth. Here, we provided a series of para-formylated stiff-stilbenes by Rieche ortho-formylation to achieve all-visible-light-responsiveness. Additional phenolic groups provide access to late-stage chemical modification facilitating design of molecules responsive to visible light. Remarkably, the photoisomerization of aldehyde-appended stiff-stilbenes could be fully manipulated using visible light, accompanied by a high photostationary state (PSS) distribution. These features render them excellent candidates for future visible-light-controllable smart materials and dynamic systems.
Document type Article
Note With supplementary material.
Related dataset CCDC 2319368: Experimental Crystal Structure Determination CCDC 2319369: Experimental Crystal Structure Determination CCDC 2319370: Experimental Crystal Structure Determination
Published at https://doi.org/10.1039/d4sc00983e
Other links https://www.scopus.com/inward/record.uri?eid=2-s2.0-85190100925&doi=10.1039%2fd4sc00983e&partnerID=40&md5=9f04b276034e3035aa8c1dc942c4a2a4
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d4sc00983e (Final published version)
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