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

Charles H. Devillers (1) , Hebié Seydou (1) , Lucas Dominique (1) , Cattey Hélène (1) , Sébastien Clément (2) , Sébastien Richeter (2)

1 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
2 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

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.

Domaines: Chimie organique

Charles H. Devillers, Hebié Seydou, Lucas Dominique, Cattey Hélène, Sébastien Clément, et al.. 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. Journal of Organic Chemistry, 2014, 79, pp.6424-6434. ⟨10.1021/jo5005586⟩. ⟨hal-01026252⟩