In conclusion, two photoresponsive organic cages, ACC-1 and ACC-2, incorporating azobenzene functionality have been realised and their photoisomerization properties studied. Computational modelling led to the discovery of plausible photoswitchable cages using synthetically accessible precursors. By screening a range of diamines and triamines, two promising cage candidates were identified, isolated, and characterized. After successfully synthesizing these cages, a series of UV-Vis experiments were utilised to explore their photophysical properties. Both cages were found to be capable of photoisomerization, where ACC-1 (Tet 3 Di 2 cage) was found to have a PSS of 77% of the cisisomer with 340 nm light and had a thermal half-life of 110 ± 10 hours. The second smaller cage, ACC-2 (Tri 2 Di 3 cage) had a PSS of 54% (365 nm) of the cis-isomer and a thermal half-life of 6.0 ± 0.1 hours.