Abstract

A novel class of neutral receptors for anions that contain a unique combination of an immobilized Lewis acidic binding site (UO[sub 2][sup 2+]) and additional amide C(O)NH groups, which can form a favorable H-bond with a coordinated anion guest, has been developed. The unique combination of a Lewis acidic UO[sub 2] center and amide C(O)NH groups in one receptor leads to highly specific H[sub 2]PO[sub 4[sup [minus]] anion recognition. The anion complexation has been demonstrated by X-ray analysis, conductometry, cyclic voltametry, [sup 1]H and [sup 31]P NMR spectroscopy, and FAB mass spectrometry. In the case of three pre-organized ligands, strong (K[sub ass] > 10[sup 5] M[minus]1] in MeCN-DMSO, 99:1) and selective complexation of H[sub 2]PO[sub 4]NO[sub 2][sup [minus]], respectively, were obtained for one receptor. [open quotes]Naked[close quotes] UO[sub 2] salophenes in which the Lewis acidic binding center contains two positions for guest coordination are good receptors for dianions. 42 refs., 5 figs., 4 tabs.

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