6533b832fe1ef96bd129af3a

RESEARCH PRODUCT

Electrochemistry as an Attractive and Effective Tool for the Synthesis and Immobilization of Porphyrins on an Electrode Surface

Abdou K. D. DimeSeydou HebiéDominique LucasCharles H. Devillers

subject

ElectrolysisPorphyrinsMagnesiumOrganic ChemistryInorganic chemistrychemistry.chemical_elementElectrochemical TechniquesGeneral ChemistryElectrochemistryElectrosynthesisPorphyrinElectrolysisCatalysislaw.inventionchemistry.chemical_compoundNickelchemistryNickellawElectrodePlatinumElectrodesOxidation-ReductionPlatinum

description

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.

https://doi.org/10.1002/chem.201404314