Aqueous anion receptors through reduction of subcomponent self-assembled structures

Angew Chem Int Ed Engl. 2014 Feb 3;53(6):1556-9. doi: 10.1002/anie.201308117. Epub 2013 Dec 27.

Abstract

To prepare new functional covalent architectures that are difficult to synthesize using conventional organic methods, we developed a strategy that employs metal-organic assemblies as precursors, which are then reduced and demetalated. The host-guest chemistry of the larger receptor thus prepared was studied using NMR spectroscopy and fluorescence experiments. This host was observed to strongly bind aromatic polyanions in water, including the fluorescent dye molecule pyranine with nanomolar affinity, thus allowing for the design of an indicator-displacement assay.

Keywords: anion recognition; covalent cage compounds; host-guest systems; self-assembly; supramolecular chemistry.