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Easy methods for the electropolymerization of porphyrins based on the oxidation of the macrocycles
Authors:Delphine Schaming,Iftikhar Ahmed,Jian Hao,Valé  rie Alain-Rizzo,Rana Farha,Michel Goldmann,Hualong Xu,Alain Giraudeau,Pierre Audebert,Laurent Ruhlmann
Affiliation:aLaboratoire de Chimie Physique, Groupe TEMiC, UMR 8000 au CNRS, Université Paris-Sud (11), Bâtiment 349, 91405 Orsay, France;bLaboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires, UMR 8531 au CNRS, Ecole Normale Supérieure de Cachan, Bâtiment d’Alembert, 61 avenue du Président Wilson, 94235 Cachan, France;cInstitut des NanoSciences de Paris, UMR 7588 au CNRS, Université Paris 6, 4 place Jussieu, Boîte courrier 840, 75252 Cedex 05 Paris, France;dLaboratoire d’Analyse et Contrôle des Systèmes Complexes – LACSC, ECE Paris Ecole d’Ingénieurs, 37 Quai de Grenelle, 75015 Paris, France;eUniversité Paris Descartes, 45 rue des Saint Pères, 75006 Paris, France;fDepartment of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials and Laboratory of Advanced Materials, Fudan University, Shanghai 200433, PR China;gLaboratoire d’Electrochimie et de Chimie-Physique du Corps Solide, UMR 7177 au CNRS, Université de Strasbourg, 4 rue Blaise Pascal, 67070 Strasbourg, France
Abstract:Two different methods of electropolymerization of porphyrins have been investigated and compared. They consist in the nucleophilic attack of Lewis bases onto electrogenerated dications of octaethylporphyrins. In the first method, a nucleophilic group has been directly grafted onto the macrocycle (ZnOEP-meso-bpy+), while in the second one, free di-nucleophilic compounds (Nu–Nu) have been used in presence of a non-substituted porphyrin (ZnOEP). The advantage of the second method is to easily modify the nature of the bridging spacer between the macrocycles. Characterizations of the polymer obtained from the second method in the case of dipyridinium-tetrazine spacer are presented.
Keywords:Electropolymerization   Porphyrin   Pyridinium   Viologen   Tetrazine
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