Anthraimidazoledione Derivatives in Fluoride Sensing Ensuing Si‐O Bond Cleavage in Organic and Aqueous Medium

Abstract

Anthraimidazoledione derivatives 1 and 2 containing silyl groups have been synthesized and characterized. Anion binding properties with reference to SiÀ O bond cleavage are documented in organic and aqueous medium. Both compounds 1 and 2 selectively sense F À ion over a series of other anions by exhibiting ratiometric change in UV-vis spectra in CH 3 CN. In fluorescence, significant quenching of emission of both 1 and 2 occurs in presence of F À . Other anions in this event are silent. Compounds are also found working in aqueous CH 3 CN. Both show quenching of emission while aqueous solution of KF is added to their acetonitrile solutions. Importantly, SiÀ O bond cleavage in 1 and 2 follows first order kinetics and the cleavage is more facile in 1 than 2. The detection limits for fluoride with compounds 1 and 2 were found to be 49.6 μM and 20.1 μM, respectively.[a] S. Mondal, Dr.