Redox‐Active Dendrimer‐Like Oligoguanidines and Their Use in a Proton‐Coupled Electron Transfer Reaction

Abstract: Redox‐active organic dendrimers are of interest for a variety of applications, e. g. as components in optoelectronic devices and energy‐storage (battery) materials, and were also used to model enzymatic reactivity. Here, we report the first synthesis of redox‐active dendrimer‐like oligoguanidines, assembling six or twelve guanidino groups attached to aromatic cores in one molecule. The novel oligoguanidines, being strong electron donors, are characterized in their stable (neutral and dicationic) redox states. Redox processes occur preferrentially at the core, while the periphery provides highly Brønsted basic sites. The combined electron and proton acceptor properties of the molecules in their stable oxidized dicationic redox state motivate applications in proton‐coupled electron transfer (PCET) processes. In this work, we test their application in a representative intramolecular oxidative aryl‐aryl coupling reaction.

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

Bibliographic citation
Redox‐Active Dendrimer‐Like Oligoguanidines and Their Use in a Proton‐Coupled Electron Transfer Reaction ; volume:2022 ; number:5 ; year:2022 ; extent:15
European journal of organic chemistry ; 2022, Heft 5 (2022) (gesamt 15)

Creator
Steuer, Lena
Kaifer, Elisabeth
Himmel, Hans-Jörg

DOI
10.1002/ejoc.202101360
URN
urn:nbn:de:101:1-2022020114485933026113
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 5:35 AM UTC

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