Electrochemical Remote Control for Dithienylethene-Ferrocene Switches

The electrochromic properties of dithienylethene derivates is a field of great importance and interest. In this manuscript we describe a potential molecular remote control system, which can be electrochemically triggered. Diferrocenyl compounds containing a diethylenene photoelectrochromic core with perhydro- and perfluorocyclopentene ring were prepared in order to induce a change in the chromic properties via an intramolecular electron-transfer reaction from the redox group to the photochromic core. The electrochemical behavior of open and closed isomers was thoroughly studied using photochemical, electrochemical, and spectroelectrochemical techniques. The first redox couple was typically assigned to the ferrocene for the open isomer. However, for the closed isomer, an electrocatalytic ring-opening process was observed for the perhydrocyclopentene ring, while a slightly different electrochemical process was observed for the perfluorocyclopentene system. Mechanistic investigations revealed that an interna...

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