A series of novel 1,3-alternate calixarene-azacrown ethers with 2-picoly
l, 3-picolyl, and benzyl groups on the nitrogen atom were synthesized by re
action of 1,3-alternate calixarene-azacrown ether and aryl halide in the
presence of triethylamine as base. Based on two-phase extraction; bulk liq
uid membrane, H-1 NMR, and solid-state studies on this ligand-metal complex
ation, 2-picolyl-armed calixazacrown ether showed the highest selectivity f
or silver ion due to electrostatic interaction through effective:three-dime
nsional encapsulation assisted by the nitrogen atom of the 2-picolyl group.