Rustler, Karin and Nitschke, Philipp and Zahnbrecher, Sophie and Zach, Julia and Crespi, Stefano and Koenig, Burkhard (2020) Photochromic Evaluation of 3(5)-Arylazo-1H-pyrazoles. JOURNAL OF ORGANIC CHEMISTRY, 85 (6). pp. 4079-4088. ISSN 0022-3263, 1520-6904
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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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SOLVATOCHROMIC COMPARISON METHOD; THERMAL-ISOMERIZATION; ARYLAZOPYRAZOLE PHOTOSWITCHES; AZO DYES; AZOBENZENE; PHOTOISOMERIZATION; EFFICIENT; SWITCHES; ALPHA; SCALE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 29 Mar 2021 11:48 |
| Last Modified: | 29 Mar 2021 11:48 |
| URI: | https://pred.uni-regensburg.de/id/eprint/44905 |
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