Integrative Self-Sorting of Bipyridinium/Diazapyrenium-Based Ligands into Pseudo[1]rotaxanes.

We present here the design and synthesis of a series of multicomponent supramolecular architectures, structures formed by the Pd /Pt -directed integrative social self-sorting in aqueous media of pairs of complementary N-monoalkyl-4,4'-bipyridinium/2,7-diazapyrenium-based ligands. Out of the different potential outcomes of the processes, we have found out how the designed systems selectively enhance the production of pseudo[1]rotaxanes, hermaphroditic host-guest aggregates that maximize the strength of the occurring π-π, C-H⋅⋅⋅π, and hydrophobic interactions, as well as the number of those interactions per receptor. It is also demonstrated how both integrative social and narcissistic Pd -directed self-sorting can occur orthogonally and concomitantly for this type of ditopic ligands.