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 1H 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.<bold> </bold>

Threading-gated photochromism in [2]pseudorotaxanes

Credi Alberto;
2019

Abstract

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 1H 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.
2019
Istituto per la Sintesi Organica e la Fotoreattivita' - ISOF
Inglese
10
19
5104
5113
10
https://pubs.rsc.org/en/content/articlelanding/2019/sc/c9sc00913b
Sì, ma tipo non specificato
rotaxane
photochromism
photochemistry
molecular machine
molecular switch
crown ether
supramolecular chemistry
1
info:eu-repo/semantics/article
262
Baggi, Giorgio; Casimiro, Lorenzo; Baroncini, Massimo; Silvi, Serena; Credi, Alberto; Loeb, Stephen J.
01 Contributo su Rivista::01.01 Articolo in rivista
none
   Light effected autonomous molecular pumps: Towards active transporters and actuating materials
   LEAPS
   H2020
   692981
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/422577
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 23
  • ???jsp.display-item.citation.isi??? 21
social impact