Motorized Macrocycle: A Photo-responsive Host with Switchable and Stereoselective Guest Recognition

Designing photo-responsive host-guest systems can provide versatile supramolecular tools for constructing smart systems and materials. We designed photo-responsive macrocyclic hosts, modulated by light-driven molecular rotary motors enabling switchable chiral guest recognition. The intramolecular cyclization of the two arms of a first-generation molecular motor with flexible oligoethylene glycol chains of different lengths resulted in crown-ether-like macrocycles with intrinsic motor function. The octaethylene glycol linkage enables the successful unidirectional rotation of molecular motors, simultaneously allowing the 1:1 host-guest interaction with ammonium salt guests. The binding affinity and stereoselectivity of the motorized macrocycle can be reversibly modulated, owing to the multi-state light-driven switching of geometry and helicity of the molecular motors. This approach provides an attractive strategy to construct stimuli-responsive host-guest systems and dynamic materials.

Automated summary

Designing photo-responsive host-guest systems using light-driven molecular motors can provide versatile tools for constructing smart systems and materials. The intramolecular cyclization of molecular motors enables the switchable chiral guest recognition, offering a reversible modulation of binding affinity and stereoselectivity in the host-guest interaction.