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Issue 39, 2014
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Dithienylethene-based rotaxanes: synthesis, characterization and properties

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Abstract

The photochromic materials have been widely applied in many fields. In this article, we report a class of photochromic ammoniums with a dithienylethene backbone. They were utilized as templates to construct mechanically interlocked rotaxanes and pseudorotaxanes showing photo-responsive behavior by template-directed clipping reaction and the threading approach. The structures of novel rotaxanes were well defined. It is worth mentioning that the single crystal structure of [3]rotaxane containing two N-hetero crown ether units was obtained. Their photoisomerization behavior was investigated. These N-hetero crown ether-based rotaxanes displayed good reversibility and similar photochromic behaviors to their corresponding ammoniums when they underwent UV/vis photoirradiation. Interestingly, the cucurbit[6]uril-based pseudorotaxane showed better photoisomerization than its corresponding ammonium and those of N-hetero crown ether-based rotaxanes.

Graphical abstract: Dithienylethene-based rotaxanes: synthesis, characterization and properties

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Supplementary files

Article information


Submitted
12 Jun 2014
Accepted
11 Jul 2014
First published
14 Jul 2014

Org. Biomol. Chem., 2014,12, 7712-7720
Article type
Paper
Author version available

Dithienylethene-based rotaxanes: synthesis, characterization and properties

F. Hu, J. Huang, M. Cao, Z. Chen, Y. Yang, S. H. Liu and J. Yin, Org. Biomol. Chem., 2014, 12, 7712
DOI: 10.1039/C4OB01213E

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