Accurate matching of the active sites between the host
and guest
molecules has a great effect on the selective recognition of different
but similar guest molecules or different binding abilities toward
the same molecule. Herein, a pseudotetrahedral metal–organic
cage (MOC, Co-TAP) that contains secondary amino groups
designed as guest-interacting sites was achieved. Co-TAP exhibits the selective recognition of uridine over other similar
natural molecules via a fluorescent response. However, a reference
structure (Co-TOP) with the same configuration was also
synthesized by replacing the secondary amine group with an oxygen
atom of the ligand, and it reveals the selective recognition of guanosine.
In addition, the accurate matching also enables Co-TAP to strongly bind the organic dye as a guest molecule via host–guest
interactions, thus facilitating photoinduced electron transfer between
the redox catalytic sites in MOC and the excited guest via a pseudointramolecular
pathway.