Triptycene end-capped indigo derivatives: turning insoluble pigments to soluble dyes

The synthesis of a highly soluble triptycene end-capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Be...

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Bibliographic Details
Main Authors: Benke, Bahiru P. (Author) , Hertwig, Leif (Author) , Yang, Xuan (Author) , Rominger, Frank (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: 2021
In: European journal of organic chemistry
Year: 2021, Issue: 1, Pages: 72-76
ISSN:1099-0690
DOI:10.1002/ejoc.202001362
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ejoc.202001362
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.202001362
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Author Notes:Bahiru P. Benke, Leif Hertwig, Xuan Yang, Frank Rominger, and Michael Mastalerz
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Summary:The synthesis of a highly soluble triptycene end-capped indigo and its bay annulated derivative is reported. Both compounds have been studied by absorption and emission spectroscopy cyclic voltammetry, as well as theoretical calculations and compared to the parent indigo and bay annulated indigo. Besides a large improvement of solubility in organic solvents by the factor of approx. 70(!) the compounds also show a pronounced tendency to form crystals. Both properties, making these compounds promising electron acceptors for organic electronics.
Item Description:First published: 14 October 2020
Gesehen am 18.10.2021
Physical Description:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.202001362