In the framework of our general interest on the reactivity and on the pharmacological activity of heterocyclic compounds, we have examined the behaviour of some variously substituted 5- and 6-nitroindazoles. Remembering that nitroreduction processes are often essential steps for their biological activity we have collected NMR, ESR, and CV data and carried out DFT computations to gain a deep picture of electronic distribution and of reduction processes as a function of the chemical structure of the examined substrates. Interestingly, DFT computations have furnished strong support to experimental data. Moreover, the comparison between the general behaviour of 1- and 2-alkyl substituted nitroindazoles has furnished further confirmation to the known different electronic distribution in these two classes of compounds, while CV data have evidenced the ability of N1-H nitroindazoles to give rise to the formation of a dimer

Spectroscopic and electrochemical properties of 1- or 2-alkyl substituted 5- and 6-nitroindazoles

MICHELETTI, GABRIELE;BOGA, CARLA;CALVARESI, MATTEO;FRANCHI, PAOLA;GUADAGNINI, LORELLA;LUCARINI, MARCO;SPINELLI, DOMENICO;TONELLI, DOMENICA
2015

Abstract

In the framework of our general interest on the reactivity and on the pharmacological activity of heterocyclic compounds, we have examined the behaviour of some variously substituted 5- and 6-nitroindazoles. Remembering that nitroreduction processes are often essential steps for their biological activity we have collected NMR, ESR, and CV data and carried out DFT computations to gain a deep picture of electronic distribution and of reduction processes as a function of the chemical structure of the examined substrates. Interestingly, DFT computations have furnished strong support to experimental data. Moreover, the comparison between the general behaviour of 1- and 2-alkyl substituted nitroindazoles has furnished further confirmation to the known different electronic distribution in these two classes of compounds, while CV data have evidenced the ability of N1-H nitroindazoles to give rise to the formation of a dimer
Kouakou, A.; Micheletti, G.; Boga, C.; Calvaresi, M.; Chicha, H.; Franchi, P.; Guadagnini, L.; Lucarini, M.; Rakib, E.M.; Spinelli, D.; Tonelli, D.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/521434
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