Synthesis and electrochemistry of 5-ferrocene-glucosamide, 5-ferrocene-glucosamide phosphate and 5-ferrocene-amido-5-adenosine in aqueous solution

The syntheses of new ferrocene-monosaccharide compounds, 5-ferrocene-glucosamide (4), 5-ferrocene-glucosamido-2′-phosphate (5), and 5′-ferrocene-amido-5′-deoxyadenosine (6), are reported starting from ferrocenoyl hydroxybenzotriazole ester and the corresponding amino sugars. All compounds are investigated spectroscopically. In addition, their redox properties are investigated by cyclic voltammetry in aqueous solution. These compounds show a reversible one-electron oxidation. This redox potential in the case of 4 exhibits a significant pH dependence.