“…Supramolecular systems rely on non-covalent molecular interactions, including hydrophobic, hydrogen bonding, electrostatic, van der Waals, and π–π stacking. A strategy in which a macrocyclic host recognizes a guest moiety, with high-level molecular self-organization used to construct an artificial molecular machine, may lead to stimuli-responsive architectures in terms of component motions, photophysical properties, topological structures, , aimed at realizing various applications including drug delivery, catalysis, information encryption, and imaging. , Among diverse stimuli used to control the artificial molecular machines, light is the most favorable because it is conveniently applied and removed both temporally and spatially, easily tuned by adjusting wavelength, polarization, or power density and provides a non-invasive strategy that does not involve additional chemicals or waste in the system. − Various photoresponsive molecular switches (e.g., azobenzenes, stilbenes, spiropyrans, diarylethenes, anthracenes, and coumarins) have been designed to interact with macrocyclic molecules to construct light-driven molecular machines, including catenanes, rotaxanes, and pseudorotaxanes (PRs), through specific host–guest complexation. − Recently, the construction of light-responsive molecular machines has drawn broad attention, especially those involving constantly dissipation of energy from external light to maintain the far-from-equilibrium state. − However, the characterization of the dissipative states based on photoswitches remains a great challenge, especially kinetics in the dissipative cycles …”