Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole-Annulated Derivatives: Emission-Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

verfasst von
Dominik Göbel, Pascal Rusch, Daniel Duvinage, Tim Stauch, Nadja-C Bigall, Boris J. Nachtsheim
Abstract

Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated in regard to their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE or ACQ characteristics. Single-crystal analysis revealed J- and H-type packing motifs and a so-far undescribed isolation of ESIPT-based fluorophores in the keto form.

Organisationseinheit(en)
AG Funktionale Nanostrukturen aus assemblierten kolloidalen Nanopartikeln
PhoenixD: Simulation, Fabrikation und Anwendung optischer Systeme
Institut für Physikalische Chemie und Elektrochemie
Externe Organisation(en)
Universität Bremen
Typ
Artikel
Journal
The journal of organic chemistry
Band
86
Seiten
14333-14355
Anzahl der Seiten
23
ISSN
0022-3263
Publikationsdatum
05.11.2021
Publikationsstatus
Veröffentlicht
Peer-reviewed
Ja
ASJC Scopus Sachgebiete
Organische Chemie
Elektronische Version(en)
https://doi.org/10.1021/acs.joc.1c00846 (Zugang: Geschlossen)