The separation of phenylenediamine (PDA) isomers is crucial in the field of chemical manufacturing. Herein, we presented a strategy for the separation of PDA isomers (para-phenylenediamine, -PDA; meta-phenylenediamine, -PDA; ortho-phenylenediamine, -PDA) using four supramolecular framework materials of -cucurbit[10]uril (-Q[10]), (1) -Q[10](Cd), (2) -Q[10](Mn), (3) -Q[10](Cu), (4) -Q[10](Pb). Our findings indicated that these supramolecular framework materials of -Q[10] showed remarkable selectivity for para-phenylenediamine (-PDA) in -PDA, -PDA, and -PDA mixtures, respectively. The variations in selectivity observed in these four single-crystal structures arose from variations in the thermodynamic stabilities and binding modes of the host-guest complexes. Importantly, the supramolecular framework based on -Q[10] exhibited selective accommodation of -PDA over its isomers. This study highlighted the practical application of -Q[10] in effectively separating PDA isomers and demonstrated the potential utility of -Q[10] in isolating other organic molecules.
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