Issue 47, 2008
From the journal:

Dalton Transactions

Metalloporphyrin anion sensors: the effect of the metal centre on the anion binding properties of amide-functionalised and tetraphenyl metalloporphyrins†

David P. Cormode,‡a   Michael G. B. Drew,b   Raymond Jagessar§a  and  Paul D. Beer*a  

* Corresponding authors

a Department of Chemistry, Inorganic Chemistry Laboratory, University of Oxford, South Parks Road, Oxford, UK
E-mail: Paul.Beer@chem.ox.ac.uk
Fax: +44 (0)1865 272690
Tel: +44 (0)1865 272600

b Department of Chemistry, University of Reading, Whiteknights, Reading, UK

Abstract

This article describes the synthesis and anion binding properties of a series of ‘picket fence’ metalloporphyrin complexes, within which the metal centre is systematically varied. The porphyrin structure contains four amide bonds and is the same for each metal. The anion binding properties of these receptors are further contrasted with those of their tetraphenylporphyrin congeners to elucidate both the effect of the metal centre and the influence of the amide groups on the anion recognition process. Anion binding was demonstrated using UV/visible and 1H NMR spectroscopies, electrochemistry and luminescence. The metal centre was found to be highly influential in the strength and selectivity of binding; for example, the cadmium and mercury complexes exhibited far greater affinities for anions than the zinc complexes in competitive solvents such as DMSO. The amide functionalities were found to enhance the anion binding process.

Graphical abstract: Metalloporphyrin anion sensors: the effect of the metal centre on the anion binding properties of amide-functionalised and tetraphenyl metalloporphyrins

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Article information

DOI
https://doi.org/10.1039/B807153E
Article type
Paper
Submitted
06 May 2008
Accepted
11 Aug 2008
First published
15 Oct 2008

Dalton Trans., 2008, 6732-6741

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Metalloporphyrin anion sensors: the effect of the metal centre on the anion binding properties of amide-functionalised and tetraphenyl metalloporphyrins

D. P. Cormode, M. G. B. Drew, R. Jagessar and P. D. Beer, Dalton Trans., 2008, 6732 DOI: 10.1039/B807153E

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