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 Al3+, Zn2+, Fe2+, Fe3+, Co2+, Ni2+, Mn2+, Cu2+, Cd2+, Hg2+ and Pb2+ 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 Fe2+, Fe3+, Al3+, Cd2+, Cu2+, Zn2+, Pb2+ and Hg2+ cations. Absorption spectra show isobestic points in the spectrophotometric titration of these cations. The presence of excess of Al3+, Zn2+, Fe2+, Fe3+, Co2+, Ni2+, Mn2+, Cu2+, Cd2+, Hg2+ and Pb2+ cations caused an enhancement of anthryl fluorescence. Especially, the enhancement in case of the interaction of Hg2+ and Al3+ cations with the ligand was pronounced. © Springer Science+Business Media B.V. 2010