ArticleChemical science2022
Fast relaxing red and near-IR switchable azobenzenes with chalcogen and halogen substituents: periodic trends, tuneable thermal half-lives and chalcogen bonding.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Azobenzene's Cross-Scale Optics and Photonics: Molecular Photoswitching, Mesoscopic Material Motions, and Adaptive Devices.Advanced materials (Deerfield Beach, Fla.) · 2026Review
- Visible light-induced single bond rotation in azoarenes triggered by self-sensitized oxidation.Chemical science · 2026Article
- Mechanically Interlocked Indigo Photoswitches.Angewandte Chemie (International ed. in English) · 2026Article
- Divinylazobenzene-Q-Cage Silyloxy-Silsesquioxane-Based Reversible Photoactuatable Network Polymer Sponges.Macromolecules · 2026Article
- Chalcogen substitution co-tunes photochromism and hydrogen bonding in semicarbazone photoswitches.Chemical science · 2026Article
- Article
- Supramolecular 3D Polymers Created via Chalcogen Bonding Using Benzotellurazoles as Planar Recognition Units.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Chalcogen-Guided Control of Azoarene Photoswitching: Tuning Excited-State Energies Through Electronic Property Modulation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- A Platform for the Development of Highly Red-Shifted Azobenzene-Based Optical Tools.Angewandte Chemie (International ed. in English) · 2025Article
- Manipulation of Chemistry and Biology with Visible Light Using Tetra-ortho-Substituted Azobenzenes and Azonium Ions.Angewandte Chemie (International ed. in English) · 2025Review
- Effect of substitution position of aryl groups on the thermal back reactivity of aza-diarylethene photoswitches and prediction by density functional theory.Beilstein journal of organic chemistry · 2025Article
- Deuteration as a General Strategy to Enhance Azobenzene-Based Photopharmacology.Angewandte Chemie (International ed. in English) · 2024Article
- Synthesis, mol-ecular and crystal structures of 4-amino-3,5-di-fluoro-benzo-nitrile, ethyl 4-amino-3,5-di-fluoro-benzoate, and diethyl 4,4'-(diazene-1,2-di-yl)bis-(3,5-di-fluoro-benzoate).Acta crystallographica. Section E, Crystallographic communications · 2024Article
- Aryl Azocyclopropeniums: Minimalist, Visible-Light Photoswitches.Journal of the American Chemical Society · 2024Article
- Selection of isomerization pathways of multistep photoswitches by chalcogen bonding.Nature communications · 2023Article
- Red-light photoswitching of indigos in polymer thin films.Chemical science · 2023Article
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Molecular photoswitches operating in the red to near-IR region with controllable thermal relaxation rates are attractive components for photo-regulating biological processes. Herein, we report the synthesis of red-shifted azobenzenes functionalised with the heavier chalcogens and halogens that meet these requirements for biological application; namely fatigue-resistant photo-switching with red and near IR light and functional handles for further functionalisation for application. We report robust periodic trends for the chalcogen and halogen azobenzene series, and exploit intramolecular chalcogen bonding to tune and redshift the absorption maxima, supported by photo-physical measurements and solid-state structural analysis. Remarkably, the rate of the
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