Influence of regioisomerism in 9-anthracenyl-substituted dithiodicyanoethene derivatives on photoinduced electron transfer controlled by intramolecular charge transfer
- In this paper, we report on the fluorescence behaviour of three regioisomers which consist of two 9-anthracenyl fluorophores and of differently substituted dithiodicyanoethene moieties. These isomeric fluorescent probes show different quantum yields (phi(f)). In these probes, an oxidative photoinduced electron transfer (PET) from the excited 9-anthracenyl fluorophore to the dithiodicyanoethene unit quenches the fluorescence. This quenching process is accelerated by an intramolecular charge transfer (ICT) of the push-pull pi-electron system of the dithiodicyanoethene group. The acceleration of the PET depends on the strength of the ICT unit. The higher the dipole moment of the ICT unit, the stronger the observed fluorescence quenching. To the best of our knowledge, this is the first report of a regioisomeric influence on an oxidative PET by an ICT.
Author details: | Thomas SchwarzeORCiD, Alexandra Kelling, Eric SperlichORCiDGND, Hans-Jürgen HoldtORCiD |
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DOI: | https://doi.org/10.1002/cptc.202100070 |
ISSN: | 2367-0932 |
Title of parent work (English): | ChemPhotoChem |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Date of first publication: | 2021/06/08 |
Publication year: | 2021 |
Release date: | 2022/11/28 |
Tag: | anthracene; charge transfer; electron transfer; fluorescence; isomerism |
Volume: | 5 |
Issue: | 10 |
Number of pages: | 4 |
First page: | 911 |
Last Page: | 914 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Peer review: | Referiert |
Publishing method: | Open Access / Hybrid Open-Access |
License (German): | CC-BY-NC - Namensnennung, nicht kommerziell 4.0 International |