Fully bridged triphenylamines comprising five- and seven-membered rings

A family of fully bridged triphenylamines with embedded 5- and 7-membered rings is presented. The compounds are potent electron donors capable to undergo donor/acceptor interactions with strong cyano-based acceptors both in the solid state and solution. These interactions were evaluated by IR and UV...

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Main Authors: Michalsky, Ina (Author) , Gensch, Viktoria (Author) , Walla, Christian (Author) , Hoffmann, Marvin (Author) , Rominger, Frank (Author) , Oeser, Thomas (Author) , Tegeder, Petra (Author) , Dreuw, Andreas (Author) , Kivala, Milan (Author)
Format: Article (Journal)
Language:English
Published: 2022
In: Chemistry - a European journal
Year: 2022, Volume: 28, Issue: 34, Pages: 1-6
ISSN:1521-3765
DOI:10.1002/chem.202200326
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202200326
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202200326
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Author Notes:Ina Michalsky, Viktoria Gensch, Christian Walla, Marvin Hoffmann, Frank Rominger, Thomas Oeser, Petra Tegeder, Andreas Dreuw, and Milan Kivala
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Summary:A family of fully bridged triphenylamines with embedded 5- and 7-membered rings is presented. The compounds are potent electron donors capable to undergo donor/acceptor interactions with strong cyano-based acceptors both in the solid state and solution. These interactions were evaluated by IR and UV/vis spectroscopy as well as X-ray crystallography. The vinylene-bridged compound was oxidized to the corresponding 1,2-diketone which readily underwent acid-catalyzed condensation with selected 1,2-phenylenediamines. The resulting π-extended quinoxaline derivatives represent valuable building blocks for the development of functional chromophores upon appropriate functionalization.
Item Description:First published: 16 March 2022
Gesehen am 22.09.2022
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202200326