Title
Synthesis and functionalization of β-alkyl-meso-triarylcorroles
Document Type
Article
Publication Date
7-27-2015
Abstract
© 2015 World Scientific Publishing Company. After the definition of efficient synthetic routes for the preparation of triarylcorroles, the functionalization of these macrocycles is becoming a necessary and challenging field of research. One important synthetic step is the introduction of substituents able to influence the electronic distribution in the macrocyclic ring. A valuable target would be a corrole macrocycle with some β-pyrrole positions occupied by methyl groups, while exploiting other positions to introduce electron-withdrawing substituents. To explore the scope of this approach, we investigated the bromination and the nitration of the corrole ring and the desired products have been obtained in moderate to good yield. The successful preparation of selectively halogenated corroles is particularly interesting since they are suitable substrates for the preparation of more complex partially alkylated structures using modern cross coupling methodologies.
Publication Source (Journal or Book title)
Journal of Porphyrins and Phthalocyanines
First Page
865
Last Page
873
Recommended Citation
Pomarico, G., Stefanelli, M., Nardis, S., Lentini, S., Cicero, D., McCandless, G., Smith, K., & Paolesse, R. (2015). Synthesis and functionalization of β-alkyl-meso-triarylcorroles. Journal of Porphyrins and Phthalocyanines, 19 (7), 865-873. https://doi.org/10.1142/S1088424615500613