An efficient Ag(+) lonophore based on thiacalix[4]arene

作者:Li Xiong; Gong Shu Ling; Yang Wei Ping; Chen Yuan Yin
来源:Chinese Journal of Chemistry, 2008, 26(4): 709-715.
DOI:10.1002/cjoc.200890133

摘要

A novel Ag(+) ionophore, p-tert-butyl-tetrakis(hydrazinocarbonylmethoxy)thiacalix[4]arene in 1,3-alternate conformation (thiacalix[4]arene tetrahydrazide, 1) was synthesized. Its binding properties towards alkali and transition metal cations were studied by noncompetitive liquid-liquid extraction of alkali metal (Li(+), Na(+), K(+) and Cs(+)) and transition metal (Co(2+), Ni(2+), Cu(2+), Zn(2+), Ag(+)) picrates. It was found that the thiacalix[4]arene tetrahydrazide exhibited high extractability towards Ag+, lower percent extraction towards Cu(2+), and little or no extraction ability towards the others. The selectivity towards Ag(+) was further evaluated by competitive Ag(+) extraction experiments in the mixture of the above-mentioned nine cations, the concentration of which was monitored with ICP-OES. (1)H NMR titration experiments and ESI-MS proved the stoichiometry of 1 to Ag(+) was 1 : 1, and the 'N-Ag(+)' interaction with the assistance of thiacalixarene skeleton was primarily involved in the complexation.