Facile two-step synthesis of para-dithienopyrazines

N-Heteropolycyclic compounds are valuable building blocks in organic electronic devices. In this work, a convenient route for the synthesis of para-dithienopyrazines from readily available starting materials is described. A cascade of nucleophilic aromatic substitution and subsequent bidirectional h...

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Main Authors: Hüßler, Christopher (Author) , Kahle, Justin (Author) , Dietl, Martin C. (Author) , Krämer, Petra (Author) , Rominger, Frank (Author) , Rudolph, Matthias (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 7 Aug 2023
In: Organic chemistry frontiers
Year: 2023, Volume: 10, Issue: 15, Pages: 3726-3731
ISSN:2052-4129
DOI:10.1039/D3QO00684K
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/D3QO00684K
Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2023/qo/d3qo00684k
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Author Notes:Christopher Hüßler, Justin Kahle, Martin C. Dietl, Petra Krämer, Frank Rominger, Matthias Rudolph and A. Stephen K. Hashmi
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Summary:N-Heteropolycyclic compounds are valuable building blocks in organic electronic devices. In this work, a convenient route for the synthesis of para-dithienopyrazines from readily available starting materials is described. A cascade of nucleophilic aromatic substitution and subsequent bidirectional hydrothiolation of alkynes was used as a key step. In total, seven new target compounds were synthesized and investigated regarding their photophysical properties. In solution, these molecules act as blue emitters, which turn to green upon addition of an acid, which demonstrates their potential use as proton sensors.
Item Description:Gesehen am 31.01.2024
Physical Description:Online Resource
ISSN:2052-4129
DOI:10.1039/D3QO00684K