Heterocyclic Hemithioindigos: Highly Advantageous Properties as Molecular Photoswitches

Language
en
Document Type
Article
Issue Date
2022-11-25
First published
2022-10-18
Issue Year
2022
Authors
Josef, Verena
Hampel, Frank
Dube, Henry
Editor
Abstract

A previous version of this manuscript has been deposited on a preprint server (https://doi.org/10.26434/chemrxiv-2022-9l11s).

Abstract A survey of heterocyclic hemithioindigo photoswitches is presented identifying a number of structural motives with outstanding property profiles. The highly sought‐after combination of pronounced color change, quantitative switching in both directions, exceptional high quantum yields, and tunable high thermal stability of metastable states can be realized with 4‐imidazole, 2‐pyrrole, and 3‐indole‐based derivatives. In the former, an unusual preorganization using isomer selective chalcogen‐ and hydrogen bonding allows to precisely control geometry changes and tautomerism upon switching. Heterocyclic hemithioindigos thus represent highly promising photoswitches with advanced capabilities that will be of great value to anyone interested in establishing defined and reversible control at the molecular level.

Journal Title
Angewandte Chemie International Edition
Volume
61
Issue
43
Citation
Angewandte Chemie International Edition 61.43 (2022): e202210855. <https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202210855>
Zugehörige ORCIDs