Unraveling the Thermal Isomerization Mechanisms of Heteroaryl Azoswitches: Phenylazoindoles as Case Study

Crespi, Stefano and Simeth, Nadja A. and Bellisario, Alfredo and Fagnoni, Maurizio and Koenig, Burkhard (2019) Unraveling the Thermal Isomerization Mechanisms of Heteroaryl Azoswitches: Phenylazoindoles as Case Study. JOURNAL OF PHYSICAL CHEMISTRY A, 123 (9). pp. 1814-1823. ISSN 1089-5639,

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Abstract

The research on heteroaromatic azoswitches has been blossoming in recent years due to their astonishingly broad range of properties. Minimal chemical modifications can drastically change the demeanor of these switches, regarding photophysical and (photo)chemical properties, promoting them as ideal scaffolds for a vast variety of applications based on bistable light-addressable systems. However, most of the characteristics exhibited by heteroaryl azoswitches were found empirically, and only a few works focus on their rationalization. Herein we report on a mechanistic study employing phenylazoindoles as a model reference, combining spectroscopic experiments with comprehensive computational analysis. This approach will elucidate the intrinsic correlations between the molecular structure of the switch and its thermal behavior, allowing a more rational design transferable to various heteroaryl azoswitches.

Item Type: Article
Uncontrolled Keywords: TO-TRANS ISOMERIZATION; AZO-HYDRAZONE TAUTOMERISM; NITROGEN-HETEROCYCLES; AZOBENZENE; PHOTOSWITCHES; PHOTOISOMERIZATION; ARYLAZOPYRAZOLES;
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: 21 Apr 2020 05:42
Last Modified: 21 Apr 2020 05:42
URI: https://pred.uni-regensburg.de/id/eprint/27376

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