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

Author:

Kolarski Dušan12,Steinbach Pit3,Bannwarth Christoph3,Klaue Kristin45,Hecht Stefan4516ORCID

Affiliation:

1. DWI-Leibniz Institute for Interactive Materials Forckenbeckstr. 50 52074 Aachen Germany

2. Max Planck Institute for Multidisciplinary Sciences, NanoBioPhotonics Am Faßberg 11 37077 Göttingen Germany

3. Institute of Physical Chemistry RWTH Aachen University Melatener Str. 20 52074 Aachen Germany

4. Department of Chemistry Humboldt-Universität zu Berlin Brook-Taylor-Str. 2 12489 Berlin Germany

5. Center for the Science of Materials Berlin Humboldt-Universität zu Berlin Zum Großen Windkanal 2 12489 Berlin Germany

6. Institute of Technical and Macromolecular Chemistry RWTH Aachen University Forckenbeckstraße 52074 Aachen Germany

Abstract

AbstractThe 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.

Funder

Leibniz-Gemeinschaft

Bundesministerium für Bildung und Forschung

Ministerium für Kultur und Wissenschaft des Landes Nordrhein-Westfalen

Publisher

Wiley

Subject

General Chemistry,Catalysis

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