0000000000418887
AUTHOR
Seydou Hebié
Aromatic Nucleophilic Substitution (SNAr) of meso-Nitroporphyrin with Azide and Amines as an Alternative Metal Catalyst Free Synthetic Approach To Obtain meso-N-Substituted Porphyrins
International audience; Aromatic nucleophilic substitution reaction of the nitro group of meso-nitroporphyrins with azide and various amines was achieved and represents an alternative procedure to C-N coupling reactions usually needed to obtain such meso-N-substituted porphyrins in good yields.
Electrochemistry as an Attractive and Effective Tool for the Synthesis and Immobilization of Porphyrins on an Electrode Surface
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…
CCDC 1016993: Experimental Crystal Structure Determination
Related Article: Charles H. Devillers, Seydou Hebié, Dominique Lucas, Hélène Cattey, Sébastien Clément, and Sébastien Richeter|2014|J.Org.Chem.|79|6424|doi:10.1021/jo5005586
CCDC 1016994: Experimental Crystal Structure Determination
Related Article: Charles H. Devillers, Seydou Hebié, Dominique Lucas, Hélène Cattey, Sébastien Clément, and Sébastien Richeter|2014|J.Org.Chem.|79|6424|doi:10.1021/jo5005586