O-Isopropylferrocenesulfonate: Synthesis of Polysubstituted Derivatives and Electrochemical Study

Few studies have been reported on the synthesis of ferrocenesulfonates up to now. Here, we describe the use of ortho-deprotometalation and halogen dance reactions to easily reach original derivatives. Further functionalizations using cross-coupling and metal/halogen exchange were also performed from iodinated derivatives. Finally, while the electrochemical properties of selected ferrocenesulfonates were evaluated and compared with the corresponding sulfonamide derivatives, halogen bonds were observed at the solid state for iodinated derivatives of ferrocenesulfonates.

Automated summary

The synthesis of ferrocenesulfonates using ortho-deprotometalation and halogen dance reactions resulted in original derivatives that were further functionalized from iodinated derivatives. The electrochemical properties of selected ferrocenesulfonates were evaluated and compared with sulfonamide derivatives, revealing halogen bonds in the solid state for iodinated derivatives.