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Diaryltriazolium Photoswitch: Reaching a Millisecond Cycloreversion with High Stability and NIR Absorption

Dušan Kolarski, Pit Steinbach, Christoph Bannwarth, Kristin Klaue, Stefan Hecht

2023Angewandte Chemie International Edition13 citationsDOIOpen Access PDF

Abstract

Abstract The exceptional thermal stability of diarylethene closed isomers enabled many applications but also prevented utilization in photochromic systems that require rapid thermal reversibility. Herein, we report the diaryltriazolium ( DAT + ) photoswitch undergoing thermal cycloreversion within a few milliseconds and absorption of the closed form in the near‐infrared region above 900 nm. Click chemistry followed by alkylation offers modular and fast access to the electron‐deficient DAT + scaffold. In addition to excellent fatigue resistance, the introduced charge increases water solubility, rendering this photoswitch an ideal candidate for exploring biological applications.

Topics & Concepts

PhotoswitchDiarylethenePhotochromismThermal stabilityChemistryPhotochemistryMillisecondAbsorption (acoustics)Materials scienceOrganic chemistryPhysicsAstronomyComposite materialPhotochromic and Fluorescence ChemistryPhotoreceptor and optogenetics researchLuminescence and Fluorescent Materials
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