Abstract

Demand for new colorimetric sensors for toxic anions has widely increased in the last ten years, because it is an inexpensive technique, in which the analyte is naked-eye detectable. Regarding this issue, two new corrole derivatives 2 and 3 were successfully synthetized and characterized by elemental analysis, 1H-NMR, MALDI-TOF-MS, UV–Vis absorption and emission spectra. β-Vinyl-corrole 1 was prepared by the Wittig reaction of β-formyl-corrole with phosphorus ylide. Subsequent treatment of β-vinyl-corrole with dimethyl acetylenedicarboxylate afforded compounds 2 and 3. The sensorial ability of the two new corrole derivatives towards fluoride, cyanide, acetate and phosphate anions was carried out by absorption and emission spectroscopy. Compound 2 shows to be colorimetric to cyanide, whereas a change of colour from green to colourless was visualized. In addition the highest association constants were obtained for compounds 2 and 3 in the presence of cyanide that are able to quantify a minor amount of cyanide (ca. 1.00μM).

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