Substituent Effects on 3-Arylazoindole Photoswitches

Simeth, Nadja A. and Bellisario, Alfredo and Crespi, Stefano and Fagnoni, Maurizio and Koenig, Burkhard (2019) Substituent Effects on 3-Arylazoindole Photoswitches. JOURNAL OF ORGANIC CHEMISTRY, 84 (11). pp. 6565-6575. ISSN 0022-3263,

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Abstract

The development and investigation of heteroazo switches has flourished in recent years. Because of their specific photophysical and photochemical properties, they find versatile applications from material science to medicine. However, a deep mechanistic understanding is needed to be able to predict the properties of such azoswitches. In particular, the effect of different substituents on the azo chromophore is of great interest as they are often crucial for embedding the molecular switch into a system of interest. Herein, we provide a detailed spectroscopic and computational study on the influence of substituents on 3-phenylazoindoles chosen as models. We will point out changes in absorption properties and analyze the photostationary state of the thermally labile Z isomers through computational means to provide a general structure-property relationship guideline for further use of these compounds.

Item Type: Article
Uncontrolled Keywords: THERMAL-ISOMERIZATION; AZOBENZENE PHOTOSWITCHES; OPTICAL CONTROL; LIGHT; MOLECULES; PHOTOISOMERIZATION; PERFORMANCE;
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: 08 Apr 2020 10:02
Last Modified: 08 Apr 2020 10:02
URI: https://pred.uni-regensburg.de/id/eprint/26844

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