A series of inner core N-alkylcorroles were synthesized and characterized. The introduction of both linear and branched alkyl groups was achieved, demonstrating the quite large scope of the reaction. Polyalkylation results in the formation of the N-21,N-22 regioisomer, although the introduction of the second alkyl group is less facile than previously observed in the case of the methyl substituent. Complete functionalization of the inner core nitrogens has been investigated, but only the N,N ',N ''-trimethyl derivatives were obtained. The characterization of these species demonstrated a different arrangement of the methyl groups to the macrocyclic plane, which is peculiar when compared with the conformation of the analogous porphyrin derivatives. These N-alkylcorroles should prove to be of potential interest as ligands for various metal ions.

Pizzoli, F., Nardis, S., Fata, A., Marsotto, M., Petrella, G., Fronczek, F.r., et al. (2024). N-Alkylcorroles. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 28(6), 358-369 [10.1142/s1088424624500196].

N-Alkylcorroles

Pizzoli, Francesco;Nardis, Sara;Fata, Alessia;Marsotto, Martina;Petrella, Greta;Paolesse, Roberto
2024-01-01

Abstract

A series of inner core N-alkylcorroles were synthesized and characterized. The introduction of both linear and branched alkyl groups was achieved, demonstrating the quite large scope of the reaction. Polyalkylation results in the formation of the N-21,N-22 regioisomer, although the introduction of the second alkyl group is less facile than previously observed in the case of the methyl substituent. Complete functionalization of the inner core nitrogens has been investigated, but only the N,N ',N ''-trimethyl derivatives were obtained. The characterization of these species demonstrated a different arrangement of the methyl groups to the macrocyclic plane, which is peculiar when compared with the conformation of the analogous porphyrin derivatives. These N-alkylcorroles should prove to be of potential interest as ligands for various metal ions.
2024
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/07
Settore CHEM-06/A - Fondamenti chimici delle tecnologie
English
Con Impact Factor ISI
Corrole
Porphyrinoids
Alkylations
Distortion
Pizzoli, F., Nardis, S., Fata, A., Marsotto, M., Petrella, G., Fronczek, F.r., et al. (2024). N-Alkylcorroles. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 28(6), 358-369 [10.1142/s1088424624500196].
Pizzoli, F; Nardis, S; Fata, A; Marsotto, M; Petrella, G; Fronczek, Fr; Smith, Km; Paolesse, R
Articolo su rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/366563
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