Threading-gated photochromism in [2]pseudorotaxanes

Rigid, Y-shaped imidazole compounds containing the bis(thienyl)ethene moiety were designed and synthesized. The 4,5-bis(benzothienyl)-2-phenylimidazolium cations were then used as axles for [2]pseudorotaxane formation with 24-membered crown ether wheels. It was demonstrated using (1)H NMR spectrosco...

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Detalles Bibliográficos
Autores principales: Baggi, Giorgio, Casimiro, Lorenzo, Baroncini, Massimo, Silvi, Serena, Credi, Alberto, Loeb, Stephen J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6524668/
https://www.ncbi.nlm.nih.gov/pubmed/31183062
http://dx.doi.org/10.1039/c9sc00913b
Descripción
Sumario:Rigid, Y-shaped imidazole compounds containing the bis(thienyl)ethene moiety were designed and synthesized. The 4,5-bis(benzothienyl)-2-phenylimidazolium cations were then used as axles for [2]pseudorotaxane formation with 24-membered crown ether wheels. It was demonstrated using (1)H NMR spectroscopy, UV-Vis absorption and emission spectroscopies that this host-guest interaction results in significant changes in the photochromic properties of the imidazolium axles. This is a rare example of gated photochromism, which exploits the recognition event of an interpenetrated molecular system to tune the photochromic properties in one of the components.

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