Two new flexible extended dialdehydes (H2hpdd and H2pdd) with different functional pendant arms (-CH2CH2PhOH and -CH2CH2Ph) have been synthesized and reacted with 1,2-bis(2-aminoethoxy)ethane to prepare Schiff-base macrocyclic complexes in the presence of a Zn(II)-ion template. As a result, two preorganized dinuclear Zn(II) intermediates (1 and 2), as well as two 42-membered folded [2+2] macrocyclic dinuclear Zn(II) complexes (3 and 4), were produced. The central zinc ions in compounds 1-4 showed distinguishable coordination patterns with the dialdehydes and the [2+2] macrocyclic ligands, in which a subtle pH-adjustment function of the two pendant arms (with or without the phenolic hydroxy group) was believed to play a vital role. Furthermore, cation- and anion-recognition experiments for complexes 3 and 4 revealed that they could selectively recognize acetate ions by the formation of 1:1 stoichiometric complexes, as verified by changes in their UV/Vis and MS (ESI) spectra and even by the naked eye.
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