Light controls light: single molecules as optical switches

Abstract

In recent years much attention has been given to design multistate molecular components with functionalities that cover the range from simple switches to logic gates [1-3]. In this regard photochromic molecules, i.e., molecules that can be interconverted between two bistable forms by light, have played an important role. Promising candidates that fulfill obvious demands such as high photochemical/ photophysical stability and high fatigue resistance are compounds of the family of diarylethenes [2,3]. However, a serious drawback of this class of molecules is a low fluorescence quantum yield. Therefore we adapted the strategy developed by Irie and coworkers [2,3], to chemically synthesize complex tailor-made triads consisting of a photochromic dithienylcyclopentene (DCP) unit covalently linked to two peryline bisimide (PBI) molecules that are known as strong fluorophores, see fig.1 inset top left. This facilitates the combination of high fatigue resistance and high fluorescence quantum yield. Illumination with light in the UV spectral region induces a ring-closure reaction of the DCP and leads to a state with suppressed fluorescence from the PBIs, whereas light in the VIS spectral region yields a ring opening reaction of the DCP and restores the fluorescence from the PBI units. This allowed us to verify functionalities like optical gating and amplifying, yet where the electrons have been replaced by photons as signal carriers [4-6], see fig.1.