Cyclopentadienone Derivative Dimers as Tunable Photoswitches

Chemistry. 2021 May 20;27(29):7882-7886. doi: 10.1002/chem.202100070. Epub 2021 Apr 22.

Abstract

A series of photoswitchable cyclopentadienone derivative dimers bearing bromo, thienyl, 4-(dimethylamino)phenyl, 3-pyridinyl, 4-nitrophenyl and cyano groups was designed and facilely synthesized. Photoswitching properties such as the photoconversions in the photostationary state (PSS), the thermal kinetics and thermal half-lives of photoisomers were systematically investigated. These photoswitches show high fatigue resistance and large photoconversions in the PSS. This work proves that the photoswitching properties of photoswitches based on cyclopentadienone dimers can be tuned by substitution groups and also pave the way to functionalize the cyclopentadienone derivative dimer-based photoswitch, which is important for its future applications.

Keywords: cyclopentadienone derivative dimers; fatigue resistance; kinetics; photoswitches; substitution effects.