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Issue 11, 2014
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Reversible photocontrolled disintegration of a dimeric tetraurea-calix[4]pyrrole capsule with all-trans appended azobenzene units

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Abstract

A tetraurea aryl extended calix[4]pyrrole with four appended azobenzene groups dimerizes by encapsulating a bis-N-oxide acting as a template. The assembly can be detected by 1H NMR spectroscopy only when all eight azobenzene units are in their trans forms. The light-induced trans-to-cis-isomerization of a single azobenzene moiety within the assembly triggers capsular disintegration, probably through a disassembly process. The reassembly of the encapsulation complex is achieved by cis-to-trans relaxation of the azobenzene photoswitches in the dark.

Graphical abstract: Reversible photocontrolled disintegration of a dimeric tetraurea-calix[4]pyrrole capsule with all-trans appended azobenzene units

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Supplementary files

Article information


Submitted
20 Jun 2014
Accepted
25 Jun 2014
First published
25 Jun 2014

Chem. Sci., 2014,5, 4260-4264
Article type
Edge Article
Author version available

Reversible photocontrolled disintegration of a dimeric tetraurea-calix[4]pyrrole capsule with all-trans appended azobenzene units

L. Osorio-Planes, M. Espelt, M. A. Pericàs and P. Ballester, Chem. Sci., 2014, 5, 4260
DOI: 10.1039/C4SC01838A

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