Combining ferrocene, thiophene and a boronic acid: a hybrid ligand for reagentless electrochemical sensing of cis-diols

Abstract

A redox-active affinity ligand suitable for reagentless sensing of cis-diols was synthesised and characterised. 4-[(Ferrocenylamino)methyl]thiophene-3-boronic acid (FcTBA) was allowed to interact with the model cis-diol, sorbitol. A discrete, cathodic shift of the redox potential was observed upon interaction of FcTBA with sorbitol thus providing simultaneous differentiation between the free and bound forms of this sensor molecule. Similar behaviour was observed also for FcTBA co-immobilised with thiophene in a mixed self-assembled monolayer on a gold electrode.