Resorcinarene tetracarboxylic acids 5,6 (A) and resorcinarene tetrapyridines 2,3 (P) self-assemble in chloroform solution to form stable heterotopic AP dimers. Data from NMR titration and dilution experiments, as well as from vapor-pressure osmometry (VPO), indicate that the AP dimer is formed with an association constant greater than 107 M-1. Solid-solution extraction experiments are indicative of the formation of a 2:1 trimer (A2P), while self-associated homotopic species (A2 and A3) can be detected by NMR and VPO. Analysis of the heterotopic noncovalent assembly process over a range of compositions shows that these other species are much less stable than the AP heterodimer, which is the exclusive species at an A/P concentration ratio of 1:1 (> 99.7% of the total at 10 mM).
|Journal||European journal of organic chemistry|
|Publication status||Published - 2000|
- Vapor-pressure osmometry
Higler, I., Higler, I., Grave, L., Breuning, E., Verboom, W., de Jong, F., ... Reinhoudt, D. (2000). Stable heterotopic noncovalent resorcinarene assemblies. European journal of organic chemistry, (9), 1727-1734. https://doi.org/10.1002/(SICI)1099-0690(200005)2000:9<1727::AID-EJOC1727>3.0.CO;2-0