title: Electrochemistry as an attractive and effective tool for the synthesis and immobilization of porphyrins on an electrode surface.
abstract: Magnesium(II) 10-phenyl-5,15-p-ditolylporphyrin is easily and cleanly transformed by electrolysis. A nitro group is first introduced at the free meso position by anodic substitution. Hydrogenation into the amine is then carried out electrocatalytically under ambient conditions with water as a hydrogen supplier. The synthesized porphyrin under the nickel(II) form can be covalently grafted onto a platinum electrode by electrochemical reduction of the diazonium cation, generated in situ by a reaction of the nickel(II) aminoporphyrin with sodium nitrite and trifluoroacetic acid. The electrosynthesized thin film gives an electrochemical response typical of a porphyrin material. Films grown under our conditions have a maximum surface coverage of approximately 5×10(-10)  mol cm(-2). The modified electrode exhibits a reproducible electrochemical behavior and a good level of stability over potential cycling and exposition to air.
authors.affiliation: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICUMB), UMR CNRS 6302, Électrochimie, Matériaux Moléculaires, et Dispositifs (EMMD), Université de Bourgogne, 9 Avenue Alain Savary, BP 47870, 21078 Dijon Cedex (France).
authors.forename: Seydou
authors.initials: S
authors.lastname: Hebié
authors.affiliation: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICUMB), UMR CNRS 6302, Électrochimie, Matériaux Moléculaires, et Dispositifs (EMMD), Université de Bourgogne, 9 Avenue Alain Savary, BP 47870, 21078 Dijon Cedex (France).
authors.forename: Abdou K D
authors.initials: AK
authors.lastname: Dimé
authors.affiliation: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICUMB), UMR CNRS 6302, Électrochimie, Matériaux Moléculaires, et Dispositifs (EMMD), Université de Bourgogne, 9 Avenue Alain Savary, BP 47870, 21078 Dijon Cedex (France). charles.devillers@u-bourgogne.fr.
authors.forename: Charles H
authors.initials: CH
authors.lastname: Devillers
authors.affiliation: Institut de Chimie Moléculaire de l'Université de Bourgogne (ICUMB), UMR CNRS 6302, Électrochimie, Matériaux Moléculaires, et Dispositifs (EMMD), Université de Bourgogne, 9 Avenue Alain Savary, BP 47870, 21078 Dijon Cedex (France). dominique.Lucas@u-bourgogne.fr.
authors.forename: Dominique
authors.initials: D
authors.lastname: Lucas
mesh_terms: D055664:Electrochemical Techniques / Q000295:instrumentation / Q000379:methods*; D004566:Electrodes; D004572:Electrolysis / Q000295:instrumentation / Q000379:methods; D009532:Nickel / Q000737:chemistry; D010084:Oxidation-Reduction; D010984:Platinum / Q000737:chemistry; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011166:Porphyrins; D010984:Platinum; D009532:Nickel
keywords: diazonium; electrochemistry; electrografting; electrosynthesis; porphyrins