Anion binding by pyrrole–pyridine-based macrocyclic polyamides

Abstract

The synthesis, characterisation and anion-binding properties of new pyrrole–pyridine-based macrocyclic polyamides 7a and 7b are presented. Chloride anion templation in the macrocyclisation reaction has been shown to control [1 + 1] acylation. The anion-binding properties of the receptors have been determined by UV–vis titrations in a DMSO solution and compared with systems with a similar design. The new receptors have been found to display a 10-fold selectivity for hydrogensulphate, dihydrogenphosphate and acetate anions over other anions studied.

Keywords:

• receptor
• anion templation
• phosphate binding
• host–guest chemistry
• macrocyclic polyamide

Acknowledgements

Financial Support from Russian Foundation for Basic Research (grants no. 05-03-32684 and 05-03-08017) is acknowledged.