Portal de Periódicos da CAPES

Artigo Produção Nacional Revisado por pares

BIBTEX RIS

New pyrazolino and pyrrolidino[60]fullerenes: the introduction of the hydrazone moiety for the formation of metal complexes

2016; Wiley; Volume: 30; Issue: 2 Linguagem: Inglês

10.1002/poc.3601

1099-1395

Elkin L. Romero, Andrea Cabrera‐Espinoza, Nathaly Ortiz Peña, Mónica Soto‐Monsalve, Fabio Zuluaga, Richard F. D’Vries, Manuel N. Chaur,

Synthesis and Properties of Aromatic Compounds

The [3 + 2] cycloaddition reaction of C 60 with pyridine‐derived hydrazones (acting as dipolar reagents) was successfully conducted resulting in fullerene derivatives 5a , 5b . The compounds were characterized by means of NMR, UV–Vis spectroscopy, and X‐ray crystallography. The electrochemical behavior was also investigated. The fulleropyrazoline 5a exhibits anodically shifted reduction potentials of about 100 mV when compared with those for C 60 , whereas 5b exhibits cathodic shifts relative to pristine C 60 . The complexation reaction of 5b with metallic ions (Zn 2+ , Cd 2+ , and Fe 2+ ) was achieved. Job and Benesi–Hildebrand analysis confirmed the formation of complexes with a molar ratio of 1:1 and binding constants between 2.26 × 10 5 and 1.59 × 10 5 M −1 . Electrochemistry of these complexes showed a marked influence of the metal ion on the reduction potentials. Copyright © 2016 John Wiley & Sons, Ltd.