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  • Title: Hybrid cavitand capsule with hydrogen bonds and metal-ligand coordination bonds: guest encapsulation with anion assistance.
    Author: Yamanaka M, Toyoda N, Kobayashi K.
    Journal: J Am Chem Soc; 2009 Jul 29; 131(29):9880-1. PubMed ID: 19621948.
    Abstract:
    Multifunctionalized C(2v)-cavitand 1 was synthesized in six steps from a tetrabromo cavitand. A 1:1 mixture of 1 and 2 in CDCl(3) or CD(2)Cl(2) quantitatively self-assemble into a supramolecular hybrid capsule 3 through hydrogen bond and metal-ligand coordination bond. The cavity of the capsule 3 is filled with triflate ion and penetrated alkyl groups of ureides. Capsule 3 encapsulates a neutral guest molecule such as 4,4'-diiodobiphenyl (4) with the assistance of an anion. The encapsulation complex was identified by an NMR technique. The kinetics of guest exchange is controllable by the amounts and/or types of anions or other influences such as the polarity of the solvent.
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