Intense redox-driven chiroptical switching with a 580 mV hysteresis actuated through reversible dimerization of an azoniahelicene.

Jochen R Brandt,Rosenildo Correa Da Costa,Tadashi Mori,Filip Teplý,Lubomír Pospíšil,Andrew J P White,Matthew J Fuchter,Lucie Bednárová

doi:10.1039/c7cc04903j

Abstract

Electrochemical reduction of an azoniahelicene affords a dimer, accompanied by a strong change in the electronic circular dichroism. The fast dimerisation event leads to a >500 mV shift of the oxidation potential, affording a large area of bistability, where the chiroptical signal only depends on the redox history.

Highlights

Fuchter et al Intense redox-driven chiroptical switching with a 580 mV hysteresis actuated through reversible dimerization of an azoniahelicene
Intense redox-driven chiroptical switching with a 580 mV hysteresis actuated through reversible dimerization of an azoniahelicene†
ChemComm for telecommunications (Fig. 1A right).[26]. As these switching molecular systems are based on simple, reversible redox reactions with little or no significant structural change of the helicene,[27] the difference between the ‘‘ON’’ and the ‘‘OFF’’ potentials is small and on the order of 60 mV (e.g. Fig. S1, Electronic supplementary information (ESI)†).[28]