Issue 11, 2011
From the journal:

New Journal of Chemistry

Electrosynthesis and electrochemical properties of porphyrin dimers with pyridinium as bridging spacer

Delphine Schaming,a   Sonia Marggi-Poullain,a   Iftikhar Ahmed,a   Rana Farha,bc   Michel Goldmann,bd   Jean-Paul Gisselbrechte  and  Laurent Ruhlmann*ae  

* Corresponding authors

a Laboratoire de Chimie Physique, UMR 8000 CNRS/Université Paris-Sud 11, Faculté des Sciences d'Orsay, Bâtiment 349, 91405 Orsay Cedex, France
E-mail: laurent.ruhlmann@u-psud.fr
Fax: +33 1 69 15 61 88
Tel: +33 1 69 15 44 38

b Institut des NanoSciences de Paris, UMR 7588 CNRS/Université Paris 6, 4 place Jussieu, boîte courrier 840, 75252 Paris Cedex 05, France

c Laboratoire d'Analyse et Contrôle des Systèmes Complexes, ECE Paris Ecole d'Ingénieurs, 37 quai de Grenelle, 75015 Paris, France

d Université Paris Descartes, 45 rue des Saint Pères, 75006 Paris, France

e Laboratoire d'Electrochimie et de Chimie-Physique du Corps Solide, UMR 7177 CNRS/Université de Strasbourg, 4 rue Blaise Pascal, 67081 Strasbourg Cedex, France

Abstract

Two porphyrin dimers (more precisely two isomers) with pyridinium as bridging spacer have been obtained by controlled potential electrolysis. This method is based on a nucleophilic substitution of a porphyrin substituted by a pyridyl group (namely 5,10,15-tritolyl-20-(4-pyridyl)porphyrin (H2T3P-4-Py) or 5,10,15-tritolyl-20-(3-pyridyl)porphyrin (H2T3P-3-Py)) on an electrogenerated radical cation of a zinc β-octaethylporphyrin (ZnOEP). The new compounds have been characterized by HR-MS, 1H NMR, UV-vis and fluorescence spectroscopies. Difference of electrochemical behaviour of the pyridinium spacers between the two dimers has been also discussed.

Graphical abstract: Electrosynthesis and electrochemical properties of porphyrin dimers with pyridinium as bridging spacer

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Article information

DOI
https://doi.org/10.1039/C1NJ20177H
Article type
Paper
Submitted
28 Feb 2011
Accepted
22 Jul 2011
First published
15 Aug 2011

New J. Chem., 2011,35, 2534-2543

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Electrosynthesis and electrochemical properties of porphyrin dimers with pyridinium as bridging spacer

D. Schaming, S. Marggi-Poullain, I. Ahmed, R. Farha, M. Goldmann, J. Gisselbrecht and L. Ruhlmann, New J. Chem., 2011, 35, 2534 DOI: 10.1039/C1NJ20177H

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