Stable heterotopic noncovalent resorcin[4]arene assemblies


Higler, Irene and Grave, Lennart and Breuning, Esther and Verboom, Willem and Jong, Feike de and Fyles, Thomas M. and Reinhoudt, David N. (2000) Stable heterotopic noncovalent resorcin[4]arene assemblies. European Journal of Organic Chemistry (9). pp. 1727-1734. ISSN 1434-193X

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Abstract:Resorcin[4]arene tetracarboxylic acids 5,6 (A) and resorcin[4]arene 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).
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Copyright:© 2000 WILEY-VCH Verlag
Science and Technology (TNW)
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