“…19,20 In contrast to the water-soluble CD as a host molecule, 21,22 pillar[n]arene, [23][24][25] another pillar-like rigid macrocyclic compound repeatedly connected by methylene bridges (-CH 2 -) at the para-positions of hydroquinone/dialkoxybenzene (Chart 1), exhibits a hydrophobic core sandwiched between two functionalizable rims, 26 making it potentially having diverse hostguest interactions via the electron-donating cavity in organic and aqueous solvents. 4,27 After particular chemical modification on both rims with functional groups, 28,29 pillar[n]arene can become a promising candidate for applications to ionic channels, 30,31 nonporous adaptive crystalline materials, 32,33 diagnostic and cancer therapy, 34,35 as well as stimuli-responsive topological nanomaterials. [36][37][38] Thus, CD and pillar[n]arene have either similar or contrasting physicochemical properties and diverse behaviors in hostguest recognitions.…”