The self-assembly in aqueous solution of the well-known cyclophane, cyclobis(paraquat-p-phenylene) (BB4+), and two cucurbituril (CB7) hosts around a simple hydroquinol-based, diamine guest (GH22+) was investigated by1H NMR and electronic absorption spectroscopies, electrospray mass spectrometry and DFT computations. The formation of a quaternary supramolecular assembly [GH22+⋅BB4+⋅ (CB7)2] was shown to be a very efficient process, which takes place not only because of the attractive forces between each of the hosts and the guest, but also because of the lateral interactions between the hosts in the final assembly. This complementary set of attractive interactions results in clear cooperative binding effects that help overcome the entropic barriers for multiple component assembly.
- molecular recognition
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