Arylmercapto substituted tetraazaperopyrene derivatives and their oxidation to tetrasulfones: photophysics and electrochemistry

Fourfold arylmercapto substituted tetraazaperopyrene (TAPP) derivatives were obtained by direct nucleophilic substitution of the tetrabrominated TAPP or via Cu-catalyzed S-C coupling. These new materials display a characteristic bathochromic shift of their visible absorption and emission bands by ca...

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Bibliographic Details
Main Authors: Langbein, Susanne (Author) , Wadepohl, Hubert (Author) , Gade, Lutz H. (Author)
Format: Article (Journal)
Language:English
Published: October 30, 2015
In: The journal of organic chemistry
Year: 2015, Volume: 80, Issue: 24, Pages: 12620-12626
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01969
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.joc.5b01969
Verlag, lizenzpflichtig, Volltext: https://pubs.acs.org/doi/10.1021/acs.joc.5b01969
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Author Notes:Susanne Langbein, Hubert Wadepohl, and Lutz H. Gade
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Summary:Fourfold arylmercapto substituted tetraazaperopyrene (TAPP) derivatives were obtained by direct nucleophilic substitution of the tetrabrominated TAPP or via Cu-catalyzed S-C coupling. These new materials display a characteristic bathochromic shift of their visible absorption and emission bands by ca. 200 nm compared to the unsubstituted parent compound. Two of the sulfide derivatives were oxidized with periodate to give their corresponding sulfones.
Item Description:Gesehen am 09.06.2020
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01969