Two　o　-carborane　based　tetraphenylethene　(TPE)　cationic　cyclophanes　O1　4PF6　and　O2　4PF6　were　synthesized　through　an　SN　2　reaction.　Their　structures　were　confirmed　both　possessing　Z-shaped　cavities　in　single　crystal　analysis.　The　optical　properties　of　these　macrocycles　were　systematically　investigated　using　UV-vis　spectroscopy　and　fluorescence　techniques.　It　is　worth　noting　that　the　introduction　of　a　methoxy　group　to　the　TPE　unit　enables　the　synthesis　of　a　near-infrared-emitting　macrocycle　O2　4PF6　.　The　recognition　behaviors　of　these　two　macrocycles　towards　nucleotides　were　investigated　using　various　techniques　including　fluorescence　titration,　UV-vis　titration,　and　transmission　electron　microscopy　(TEM).　Interestingly,　these　cyclophanes　exhibited　aggregation-induced　emission　(AIE)　effects　in　water　or　under　the　induction　of　nucleotides.　(c)　2024　Published　by　Elsevier　B.V.　on　behalf　of　Chinese　Chemical　Society　and　Institute　of　Materia　Medica,　Chinese　Academy　of　Medical　Sciences.