Síntesis de azidas a partir de fluoróforos con potencial fotofísico para la obtención de triazoles y su posible uso como sensores moleculares en la detección de iones de interés

Abstract

This document presents the results of the study of the synthesis of azides from five known fluorophores such as: 7 diethylamino coumarin, pyrene, anthracene, triphenylamine, and pyrazolo[1,5-a]pyrimidine, which, Due to their molecular architecture, they can be used for the formation of the triazole by the [3+2] cycloaddition method catalyzed by Cu (I), or also called click chemistry. For this synthesis, a sequence based on 4 main steps was proposed. Formylation to obtain the aldehydes through methodologies worked on in the bio-organic compounds research group (GICOBIORG) of the University of the Andes, in the second step, reduction to obtain the primary alcohol, bromination to attempt the substitution and finally the reaction with sodium azide with the protocol of several authors to obtain the necessary substrates to carry out the click reaction. Although it was possible to reach the desired fluorophores, it is necessary to optimize the conditions to obtain the brominated compounds since there were problems when synthesizing these precursors. The substances obtained were characterized by NMR and HRMS and compared with data found in the literature. Finally, photophysical studies of the azides obtained were carried out.