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Issue 6, 2012

Tightening or loosening a pH-sensitive double-lasso molecular machine readily synthesized from an ends-activated [c2]daisy chain

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Abstract

The ready synthesis of a new double-lasso molecular machine from an ends-activated [c2]daisy chain has been achieved. This original architecture consists of a unique double-lasso structure, where the two macrocycles can slide along the threaded pseudo-macrocycle upon variation of pH. The interlocked structure allows for two very different conformations: at low pH, it has a loose conformation with a big cavity. The interlocked molecule thus behaves like a controllable “jump rope”. After deprotonation, the molecule adopts a helical-type tightened conformation with a shrunken cavity. In this conformation, no jump rope movement is possible due to the tightened lasso.

Graphical abstract: Tightening or loosening a pH-sensitive double-lasso molecular machine readily synthesized from an ends-activated [c2]daisy chain

Supplementary files

Article information


Submitted
15 Jan 2012
Accepted
23 Feb 2012
First published
24 Feb 2012

Chem. Sci., 2012,3, 1851-1857
Article type
Edge Article

Tightening or loosening a pH-sensitive double-lasso molecular machine readily synthesized from an ends-activated [c2]daisy chain

C. Romuald, A. Ardá, C. Clavel, J. Jiménez-Barbero and F. Coutrot, Chem. Sci., 2012, 3, 1851 DOI: 10.1039/C2SC20072D

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