A 4-state acid-base controlled molecular switch based on a host-guest system

A novel ZnII funnel complex that presents three phenol functions within the calix[6]arene macrocycle is described. Host-guest studies, monitored by 1H NMR spectroscopy, evaluate the impact of the replacement of three anisole moieties present in the previously described system by phenols. It is shown that now the dicationic complex is responsive to anions, whereas deprotonation of one phenol unit completely inhibits any hosting response. These properties, combined with those of the corresponding protonated ligand, allow to obtain different molecular switches, one of which yielding guest embedment changes between four different host states, thus giving rise to a rare case of triple molecular switch.

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