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Dehydrogenative coupling reactions with guanidino-functionalized aromatics

Dehydrogenative coupling (DC) reactions are of importance for the construction of new carbon-element bonds in synthetic organic chemistry. In this work, we report on the synthesis and characterization of several redox-active guanidino-functionalized aromatic molecules (GFAs) for use in DC (C−C and C...

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Main Authors: Walter, Petra (Author) , Schulz, Maximilian (Author) , Hübner, Olaf (Author) , Poddel'sky, Andrey (Author) , Kaifer, Elisabeth (Author) , Himmel, Hans-Jörg (Author)
Format: Article (Journal)
Language:English
Published: December 18, 2024
In: Chemistry - a European journal
Year: 2024, Volume: 30, Issue: 71, Pages: 1-16
ISSN:1521-3765
DOI:10.1002/chem.202402917
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202402917
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202402917
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Author Notes:Petra Walter, Maximilian Schulz, Olaf Hübner, Andrei Poddelskii, Elisabeth Kaifer, and Hans-Jörg Himmel
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Summary:Dehydrogenative coupling (DC) reactions are of importance for the construction of new carbon-element bonds in synthetic organic chemistry. In this work, we report on the synthesis and characterization of several redox-active guanidino-functionalized aromatic molecules (GFAs) for use in DC (C−C and C−O) reactions. In a systematic approach, we first characterize the new DC reagents in all relevant redox and protonation states, and compare their performance in competitive test proton-coupled electron transfer (PCET) reactions. Then, their use in four different DC reactions with different mechanisms is evaluated.
Item Description:Online verfügbar: 07. Oktober 2024
Gesehen am 13.05.2025
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202402917

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