Dynamic combinatorial libraries based on hydrogen-bonde molecular boxes

J.M.C.A. Kerckhoffs, Miguel Mateos timoneda, David Reinhoudt, Mercedes Crego Calama

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    23 Citations (Scopus)


    This article describes two different types of dynamic combinatorial libraries of host and guest molecules. The first part of this article describes the encapsulation of alizarin trimer 2 a3 by dynamic mixtures of up to twenty different self-assembled molecular receptors together with the amplification and selection of the best binder. Receptors (1 a-d)3(DEB)6 are formed by the self-assembly of six diethyl barbiturate (DEB) and calix[4]arene dimelamine derivatives 1 a-d by using hydrogen bonds. The largest amplification factor (2.8) for a host assembly (1 a3 (DEB)6) was observed after the addition of 2 a to four-component library 1 an1 b(3-n)(DEB)6 (n=0-3). Addition of 2 a to twenty-component library 1 an1 bm1 co1 d(3-(n+m+o))(DEB)6 (n, m, o=0-3; (n+m+o)3) also showed amplification of receptor 1 a3(DEB)6. The second part of this article describes the complexation of libraries of different alizarin-like guest molecules (2 a-d) and the self-assembled receptor 1 a3(DEB)6. This receptor is able to template the formation of the best-fitting guest trimer.
    Original languageUndefined
    Pages (from-to)2377-2385
    Number of pages9
    JournalChemistry : a European journal
    Issue number8
    Publication statusPublished - 2007


    • Binding selectivity
    • Hydrogen bonds
    • Self-Assembly
    • combinatorial chemistry
    • molecular capsules
    • METIS-241413
    • IR-72332

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