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Issue 39, 2014
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Photo-responsive [2]catenanes: synthesis and properties

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Abstract

A series of novel dithienylethene-based macrocycles containing ammonium moieties has been synthesized. They have been employed as templates to construct [2]catenanes showing their photoisomerization properties by means of a dynamic covalent chemistry approach. Their structures have been reliably confirmed by NMR, ESI-MS or MALDI-QTOF-MS, and elemental analysis, and their energy-minimized structures of open- and closed-ring isomers were investigated by the theoretical calculation. Investigation of the photochromic properties of these dithienylethene-based [2]catenanes has revealed good reversibility and excellent fatigue resistance upon irradiation with UV or visible light. Notably, formation of the [2]catenanes enhanced the photochromic properties compared with those of the corresponding macrocyclic ammonium salt, implying that the non-covalently interacting components of the [2]catenanes could affect the photoswitchable properties.

Graphical abstract: Photo-responsive [2]catenanes: synthesis and properties

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Supplementary files

Article information


Submitted
30 May 2014
Accepted
08 Jul 2014
First published
08 Jul 2014

Org. Biomol. Chem., 2014,12, 7702-7711
Article type
Paper
Author version available

Photo-responsive [2]catenanes: synthesis and properties

Z. Li, F. Hu, G. Liu, W. Xue, X. Chen, S. H. Liu and J. Yin, Org. Biomol. Chem., 2014, 12, 7702
DOI: 10.1039/C4OB01120A

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