Synthesis and Anion Recognition Property of Acylhydrazone-Based Tweezer Receptors

2014 Asian Journal of Chemistry  
Three acylhydrazone-based compounds were designed as novel neutral sensors for anions, and synthesized by simple steps in good yields. Their anion recognition properties were studied by UV-vis and 1 H-NMR spectroscopy. The results showed that the receptors 1, 2, and 3 all had a better selectivity for F − and CH 3 COO − , but no evident binding with Cl − , Br − , I − , NO − 3 , H2 PO − 4 , or HSO − 4 . The results indicated that anion recognition was achieved via convergent hydrogen bond
more » ... drogen bond interactions from acylhydrazone functionality on the side arms. The UV-vis data indicated that a 1:1 stoichiometry complex was formed between compounds 1, 2, or 3 and anions. The binding and selectivity were also tuned by the change of the place of the nitro group attached to the phenyl. Moreover, receptor 3 can act as the colorimetric sensor for such anions as F − and CH 3 COO − , and the recognition mechanism and binding mode were discussed.
doi:10.14233/ajchem.2014.15886 fatcat:we3opykpincsjaog7gj5lfxnp4