Abstract

A novel C 2 symmetrical fullero-bis(pyrrolidine) dibenzo[18]crown-6 conjugate 3 with trans-1 addition pattern on the fullerene sphere has been prepared and characterised by elemental analysis, 1H NMR, 13C NMR and FAB-MS. NMR spectra are consistent with the isolation of a single regioisomer, assigned to the trans-1 bis-adduct of C60. Preliminary coordination studies by fluorimetry and UV–vis spectroscopy revealed that on inclusion of K+ in the crown ether cavity, cyclophane structured receptor 3 showed good selectivity in complexation towards as compared to other anions via favourable electrostatic effects. Cyclic voltammetric studies demonstrate that the presence of K+ amplifies the electrochemical response of 3 towards as compared to other anions. These results were corroborated by 1H NMR titration study which confirmed the binding site for both and K+ in the receptor.

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