KIT | KIT-Bibliothek | Impressum | Datenschutz

Design of Imidazo[1,2-a]pyridine-Based Donor–Acceptor Chromophores through a Multicomponent Approach

Stahlberger, Mareen ORCID iD icon 1; Mergel, Milada 1; Santos, John Marques dos; Matulaitis, Tomas; Nieger, Martin; Zysman-Colman, Eli; Bräse, Stefan 1,2
1 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
2 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)

Abstract:

A series of donor-acceptor chromophores was synthesized bearing a 3-aminoimidazo[1,2-a]pyridine donor motive. Through DFT calculations, different combinations of the ImPy donor motive and different electron acceptors were assessed. In combination with an anthraquinone acceptor, the calculated ΔE ST values were in range to suggest that these compounds would emit via thermally activated delayed fluorescence. Based on these findings, a series of ImPy-Aq emitters with different geometries and substitution patterns was synthesized through GBB-3CR and Suzuki coupling reactions. According to preliminary experimental data, the compounds were only slightly emissive at ambient temperatures due to a combination of low radiative rates and competing non-radiative deactivation pathways.


Verlagsausgabe §
DOI: 10.5445/IR/1000175650
Veröffentlicht am 28.10.2024
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 06.2024
Sprache Englisch
Identifikator ISSN: 0936-5214, 1437-2096
KITopen-ID: 1000175650
Erschienen in Synlett
Verlag Thieme Gruppe
Band 35
Heft 09
Seiten 1033–1041
Vorab online veröffentlicht am 01.02.2024
Nachgewiesen in Web of Science
Dimensions
Scopus
KIT – Die Forschungsuniversität in der Helmholtz-Gemeinschaft
KITopen Landing Page