Issue 1, 2012

Porphyrin-functionalised rotaxanes for anion recognition

Abstract

The synthesis and anion-recognition properties of two new porphyrin-functionalised [2]rotaxane host molecules are described. The rotaxane compounds are prepared via a chloride-anion-templated clipping strategy. 1H NMR titration experiments demonstrate that the rotaxane host systems exhibit high binding affinities and general selectivities for chloride anions in DMSO-d6 or CDCl3/CD3OD solvent systems. UV-visible and fluorescence spectroscopy experiments reveal that the rotaxane receptors are ineffective as optical anion sensors. However, both receptors are shown to be capable of detecting chloride anions electrochemically via cathodic shifts in the porphyrin P/P+ redox couples.

Graphical abstract: Porphyrin-functionalised rotaxanes for anion recognition

Supplementary files

Article information

Article type
Paper
Submitted
21 Jul 2011
Accepted
22 Sep 2011
First published
10 Nov 2011

Dalton Trans., 2012,41, 118-129

Porphyrin-functionalised rotaxanes for anion recognition

A. Brown and P. D. Beer, Dalton Trans., 2012, 41, 118 DOI: 10.1039/C1DT11372K

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