Details

Autor(en) / Beteiligte

• Rustler, Karin
• Nitschke, Philipp
• Zahnbrecher, Sophie
• Zach, Julia
• Crespi, Stefano
• König, Burkhard

Titel

Photochromic Evaluation of 3(5)-Arylazo‑1H‑pyrazoles

Ist Teil von

• Journal of organic chemistry, 2020-03, Vol.85 (6), p.4079-4088

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2020

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The desire to photocontrol molecular properties ranging from materials to pharmacology using light as an external trigger with high spatiotemporal resolution led to the development of a broad range of photochromic scaffolds. Among them, azobenzenes are synthetically well accessible and show excellent fatigue resistance. Their photochromic properties vary with the substitution pattern and for different heteroarenes. However, the photochromism of 3(5)-substituted-1H-pryazoles has not yet been investigated, although this compound class offers interesting possibilities of metal ion coordination and hydrogen bond formation via its NH moiety. Herein, we present the results of an experimental and computational investigation of arylazo-3(5)-arylazo-1H-pyrazoles. To elucidate their properties, solvent and substitution effects on their light absorption, thermal half-lives, photostationary states, fatigue, and quantum yields were determined.