Abstract

The repetition of urea-based binding units within the receptor structure does not only lead to monomer properties multiplication. As confirmed by spectroscopic studies, UV-Vis and 1H-NMR in classical or competitive titration mode, the attachment to a carrier allocates the active moieties to mutual positions predetermining the function of the whole receptor molecule. Bivalent receptors form self-aggregates. Dendritic receptors with low dihydrogen phosphate loadings offer a cooperative complexation mode associated with a positive dendritic effect. In higher dihydrogen phosphate concentrations, the dendritic branches act independently and the binding mode changes to 1:1 anion: complexation site. Despite the anchoring, the dendritic receptors retain the superior efficiency and selectivity of a monomer, paving the way to recyclable receptors, desirable for economic and ecological reasons.

Highlights

  • After synthesis of the first compounds with dendritic structure [1,2], features accompanying the defined multiplication of structural subunits were recognized

  • Advantageously, the concept of formation of microenvironment with locally modified characteristics was employed in drug delivery [8,9], catalysis [10,11,12] or material [13,14] and supramolecular chemistry [15,16]

  • All these applications are based on an interaction of the dendritic molecule with a guest, the studies concerning dendritic effects in anion recognition are rather rare

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Summary

Introduction

After synthesis of the first compounds with dendritic structure [1,2], features accompanying the defined multiplication of structural subunits were recognized. Advantageously, the concept of formation of microenvironment with locally modified characteristics was employed in drug delivery [8,9], catalysis [10,11,12] or material [13,14] and supramolecular chemistry [15,16] All these applications are based on an interaction of the dendritic molecule with a guest, the studies concerning dendritic effects in anion recognition are rather rare. In our recent work we studied dihydrogen phosphate recognition in a series of carbosilane dendrimers with isophthalamide-based binding sites and we observed an enhanced, generation-dependent complexation ability at higher receptor concentrations [21]. The dendrimers prepared by Losada et al with amidoferrocenyl units attached poly(propylene imine) dendrimers showed generation-dependent electrochemical responses to inorganic anions [22,23]

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