Synthesis, Photophysical and Electronic Properties of New Red‐to‐NIR Emitting Donor–Acceptor Pyrene Derivatives

Abstract: We synthesized new pyrene derivatives with strong bis (para‐methoxyphenyl) amine donors at the 2,7‐positions and n‐azaacene acceptors at the K‐region of pyrene. The compounds possess a strong intramolecular charge transfer, leading to unusual properties such as emission in the red to NIR region (700 nm), which has not been reported before for monomeric pyrenes. Detailed photophysical studies reveal very long intrinsic lifetimes of >100 ns for the new compounds, which is typical for 2,7‐substituted pyrenes but not for K‐region substituted pyrenes. The incorporation of strong donors and acceptors leads to very low reduction and oxidation potentials, and spectroelectrochemical studies show that the compounds are on the borderline between localized Robin‐Day class‐II and delocalized Robin‐Day class‐III species.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Synthesis, Photophysical and Electronic Properties of New Red‐to‐NIR Emitting Donor–Acceptor Pyrene Derivatives ; volume:26 ; number:2 ; year:2020 ; pages:438-453 ; extent:16
Chemistry - a European journal ; 26, Heft 2 (2020), 438-453 (gesamt 16)

Creator
Merz, Julia
Dietz, Maximilian
Vonhausen, Yvonne
Wöber, Frederik
Friedrich, Alexandra
Sieh, Daniel
Krummenacher, Ivo
Braunschweig, Holger
Moos, Michael
Holzapfel, Marco
Lambert, Christoph
Marder, Todd B.

DOI
10.1002/chem.201904219
URN
urn:nbn:de:101:1-2022060809433280525733
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:39 AM CEST

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