Abstract
The formation of supramolecular complexes between 25,27-diphosphoryloxy-calix[4]arene and a series of amino-acids and metal salts has been investigated by Electrospray Mass Spectrometry (ES/MS) combined with 1 H NMR. From the NMR results it was ascertained that the amino acids complex exterior to the cavity of the calix-arenes. Multiple complexes between 25,27-diphosphoryloxy-calix[4]arene, amino-acids and cations are observed be ES/MS. In particular zinc forms strong tertiary complexes with cysteine, serine and histidine. Competition experiments involving mixtures of amino-acids and 25,27-diphosphoryloxy-calix[4]arene in the presence of zinc show remarkable selectivity for the complex 25,27-diphosphoryloxy-calix[4]arene-Zn 2+- histidine.
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