Complexation of metal ions with double-armed diazadithia lariat ether carrying anthracene moieties in acetonitrile-dioxane

A new 14-membered crown ether with nitrogen-sulfur donor atom carrying two anthryl groups was designed and synthesized by the reaction of the corresponding macrocyclic compound and 9-(chloromethyl) anthracene. The influence of metal cations such as Al 3+ , Zn 2+ , Fe 2+ , Fe 3+ , Co 2+ , Ni 2+ , Mn 2+ , Cu 2+ , Cd 2+ , Hg 2+ and Pb 2+ on the spectroscopic properties of the ligand was investigated in acetonitrile-dioxane solution (1/1) by means of absorption and emission spectrometry. The results of spectrophotometric titration experiments disclosed the complexation stoichiometry and complex stability constant of the novel ligand with Fe 2+ , Fe 3+ , Al 3+ , Cd 2+ , Cu 2+ , Zn 2+ , Pb 2+ and Hg 2+ cations. Absorption spectra show isobestic points in the spectrophotometric titration of these cations. The presence of excess of Al 3+ , Zn 2+ , Fe 2+ , Fe 3+ , Co 2+ , Ni 2+ , Mn 2+ , Cu 2+ , Cd 2+ , Hg 2+ and Pb 2+ cations caused an enhancement of anthryl fluorescence. Especially, the enhancement in case of the interaction of Hg 2+ and Al 3+ cations with the ligand was pronounced.