Cation-induced molecular motion of spring-like [2]catenanes

Abstract

The syntheses and cation recognition studies of two novel heteroditopic [2]catenanes that are capable of reversible rotary motion are described. Prepared by chloride anion templation, both catenanes possess a calixdiquinone unit able to bind Na⁺, K⁺, NH₄⁺ and Ba²⁺ cations. Following characterization of the chloride salts of both catenanes by NMR, mass spectrometry and crystal structure determination, hexafluorophosphate salts were investigated for their behaviour upon addition of cations. Ba²⁺ complexation caused a partial intra-ring rotation of the two macrocycles in both species, which was reversed upon addition of the sequestering SO₄²⁻ anion.