Molecular Recognition of Aromatic Nitro Compounds at Cyclodextrin Dithiocarbamate-modified Electrodes |
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Authors: | Eduardo Almirall Alex Fragoso Raul González-Jonte |
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Affiliation: | 1. Laboratory of Bioinorganic Chemistry, Faculty of Chemistry , University of Havana , 10400, Havana, Cuba;2. Departamento de Química-Física Aplicada , Universidad Autónoma de Madrid , Cantoblanco, 28049, Madrid, Spain |
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Abstract: | Silver electrodes were modified by the adsorption of α-, β-, and γ-cyclodextrin dithiocarbamates (2α–γ) and characterized by reductive desorption experiments. Their molecular recognition properties were studied by cyclic voltammetry using three families of positional isomers of aromatic nitro compounds. Electrodes modified with 2α and 2β were selective for meta and para isomers while 2γ showed little selectivity. These observations are explained in terms of cavity sizes and guest structure. Computational studies suggest that the main reason for the observed selectivity is the different position of the NO2 group in ortho and para isomers with respect to the CD cavity. |
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Keywords: | Cyclodextrin Dithiocarbamate Self-assembled monolayer Molecular recognition Nitro compounds |
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