Abstract

Abstract Dihedral-angle-controlled 2,2′-bithiophenes with terminal ferrocenyl groups were designed and prepared as long π-conjugated systems. Electrochemical and spectroscopic studies were carried out to evaluate the one-electron-oxidized states of the diferrocenyl derivatives and the interaction between the two terminals. Oxidized diferrocenyl derivatives comprising a more flat bithiophene moiety showed electronic communication between both the terminal ferrocenyl moieties, while an oxidized diferrocenyl derivative comprising a distinctly twisted bithiophene moiety would exhibit only electrostatic communication (with no electronic communication). These results indicated that the interaction between the terminal ferrocene moieties is strongly affected by the twist in the π-conjugated system.

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