Herein, we propose
a new method for promoting the degradation of
a perylene diimide (PDI) dye, through a Fenton reaction with cucurbit[8]uril
(CB[8]) as a supramolecular catalyst. The CB[8] can encapsulate the
hydrophobic moiety of the PDI dye and inhibit its aggregation in aqueous
solutions, thus increasing the collision frequency between the PDI
and oxidants to accelerate the reaction. As a result, the encapsulated
PDI molecule is preferentially degraded, followed by freeing the cavity
of CB[8] and enabling it to encapsulate another PDI molecule to realize
a catalytic cycle. Hence, a catalytic amount of CB[8] is sufficient
to accelerate the the Fenton degradation. It is anticipated that this
work will extend the realm of supramolecular catalysis systems and
enrich the field of degradation of polycyclic aromatic dyes.