Guest Encapsulation and Self-Assembly of Molecular Capsules in Polar Solvents via Multiple Ionic Interactions

Corbellini, Francesca and Fiammengo, Roberto and Timmerman, Peter and Crego Calama, Mercedes and Versluis, Kees and Heck, Albert J.R. and Luyten, Ingrid and Reinhoudt, David N. (2002) Guest Encapsulation and Self-Assembly of Molecular Capsules in Polar Solvents via Multiple Ionic Interactions. Journal of the American Chemical Society, 124 (23). pp. 6569-6575. ISSN 0002-7863

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Abstract:	Herein we report the formation and characterization of a novel type of capsules resulting from the self-association between oppositely charged complementary building blocks in MeOH/H2O. The assembly is based on the interaction between tetraamidinium calix[4]arenes 1a-d and tetrasulfonato calix[4]arene 2. Evidence for the formation of the expected 1:1 assemblies is provided by proton NMR, ESI-MS, and ITC. The association process is fast on the NMR time scale and strongly entropy driven, with association constants in the range of 106 M-1. The system 1a·2 shows binding affinity toward acetylcholine, tetramethylammonium, and N-methylquinuclidinium cations.
Item Type:	Article
Copyright:	© 2002 American Chemical Society
Research Group:	Supramolecular Chemistry and Technology (SMCT)
Link to this item:	http://purl.utwente.nl/publications/37952
Official URL:	http://dx.doi.org/10.1021/ja012058z
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Metis ID: 206211