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- Juan D. Villada, Juliana Loaiza, Manuel N. Chaur, Electronic and electrochemical properties of a grid-like structure of Zn(II) , Revista de la Academia Colombiana de Ciencias Exactas, Físicas y Naturales: Vol. 43 No. 167 (2019)
- Juan D. Villada, ÁlvaroAlvaroÁlvaro Duarte Ruiz, Manuel N. Chaur, Regiospecific synthesis and electrochemical study of two water-soluble C60 carboxylic derivatives , Revista de la Academia Colombiana de Ciencias Exactas, Físicas y Naturales: Vol. 45 No. 174 (2021)
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One of the challenges in fullerene chemistry is to prepare derivatives soluble in common solvents to study their chemical and physical properties in solution. In this context, a new highly soluble fullerene adduct was synthesized by the cycloaddition of a hydrazone-aldehyde derivative, which is prepared from the condensation of pyridincarboxaldehyde and pyridinhydrazine derivatives, and C60 in the presence of N-octyl glycine. The hydrazone derivative acting as a 1,3-dipole and [60] fullerene as a dipolarophile yielded adduct 7 with a 32% yield. The synthesized compounds were characterized by nuclear magnetic resonance (NMR) spectroscopy (1H, 13C, and COSY), elemental analysis, and mass spectrometry. The electronic properties of the fullerene adduct 7 were analyzed by UV-Vis spectroscopy in toluene and compared to those of [60]fullerene. The electrochemical properties of the fulleropyrrolidine were studied using cyclic and square wave voltammetry in tetrahydrofuran (THF) showing three reduction peaks at -1.11, -1.70, and -2.28 V, which are cathodically shifted when compared to [60]fullerene.
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