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A 4-state acid–base controlled molecular switch based on a host–guest system†
Diana Over,Olivia Reinaud,Ivan Jabin
Organic & Biomolecular Chemistry Pub Date : 11/30/2022 00:00:00 , DOI:10.1039/D2OB01994A
Abstract

A novel ZnII funnel complex that presents three phenol functions within a 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 a previously described system with phenols. It is now shown that 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 us to obtain different molecular switches, and one of them shows guest embedment changes between four different host states, thus giving rise to a rare case of a triple molecular switch.

Graphical abstract: A 4-state acid–base controlled molecular switch based on a host–guest system
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