Fast (hetero)aryl-benzothiazolium ethenes photoswitches activated by visible-light at room temperature

Abstract

A series of novel photochromic cationic stilbenes dyes bearing different aromatic systems were easily synthesized from (hetero)aromatic aldehydes. The photoisomerization of the double bond can be achieved through irradiation with ultraviolet or visible light, for few seconds, leading to the Z isomers that returns much faster to the initial state than common stilbenes. Benzothiazolium dyes with electron donating substituents exhibited very fast thermal back reactions (<1 s). Pyrrole-benzothiazolium dye showed a higher lifetime of the Z isomer, in different solvents, including water (0.45 - 7.1 min). This cationic diarylethene can be switched between the E-Z states using visible light, in few minutes at room temperature, with a noticeable change in the visible spectrum.