Synthesis of 1-amino-12-hydroxyl-perylene tetra-(alkoxycarbonyl) for selective sensing of fluoride

Abstract A perylene tetra-(alkoxycarbonyl) derivative (compound 2 ) substituted with amino and hydroxyl at the same side was synthesized through an intramolecular rearrangement mechanism. Its chemical structure was fully confirmed by NMR, FT-IR, HRMS spectra and was further confirmed by a cyclic condensation reaction to yield a seven membered heterocycle annulated compound 3 . The properties of them were detected by absorption, fluorescence spectra and electrochemical response. Compound 2 was used as colorimetric and fluorescent probe for fluoride ion detection with remarkable selectivity owing to the intermolecular proton transfer (IPT) process between hydroxyl group and the fluoride ion.