科研之友
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摘要
Macrocycles with a functionalized interior, which is a general cavity feature of bioreceptors, are relatively hard to synthesize. Here we report a modular strategy to customize diverse endo‐binding sites in the macrocycle cavity. Only two steps are needed. First, one V‐shaped functional module bearing an embedded binding site and two 2,5‐dimethoxyphenyls as reaction modules are connected. Then the condensation of the resulting monomer and paraformaldehyde directly produces the designed macrocycle. V‐shaped monomers are deliberately used to guarantee the binding sites equatorially directing inward into the cavity and 2,5‐dimethoxyphenyls standing axially as macrocycle sidewalls. More than a dozen endo‐functionalized macrocyclic receptors have been constructed. Host–guest complexation studies show that macrocycle BP1‐decorated interior OH moieties can strongly encapsulate neutral azacycles by forming inner hydrogen bonds, giving a high association constant of 4.59×104?M?1 in non‐polar media.(#br)Macrocycles with functionalized interiors are relatively hard to synthesize. Here, a versatile and modular strategy to customize endo‐binding sites in the macrocycle cavity is reported. This new family of macrocyclic receptors, with diverse binding sites across the inner surface, exhibit well‐defined structures, facile post‐ and pre‐modification, and excellent host–guest recognition.
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