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Cata-annulated azaacene bisimides [data]

Ultra-electron-deficient azaacenes were synthesized via Buchwald-Hartwig coupling of ortho-diaminoarenes with chlorinated mellophanic diimide followed by oxidation of the intermediate N,N’-dihydro compounds with MnO2 or PbO2. The resulting cata-annulated bisimide azaacenes have ultrahigh electron af...

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Bibliographic Details
Main Authors: Elter, Maximilian (Author) , Ahrens, Lukas (Author) , Luo, Stella M. (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Cao, Dennis D. (Author) , Bunz, Uwe H. F. (Author)
Format: Database Research Data
Language:English
Published: Heidelberg Universität 2024-06-05
DOI:10.11588/data/EVMJNN
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Forschungsdaten
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Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.11588/data/EVMJNN
Verlag, kostenfrei, Volltext: https://heidata.uni-heidelberg.de/dataset.xhtml?persistentId=doi:10.11588/data/EVMJNN
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Author Notes:Maximilian Elter, Lukas Ahrens, Stella M. Luo, Frank Rominger, Jan Freudenberg, Dennis D. Cao, Uwe H.F. Bunz
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Summary:Ultra-electron-deficient azaacenes were synthesized via Buchwald-Hartwig coupling of ortho-diaminoarenes with chlorinated mellophanic diimide followed by oxidation of the intermediate N,N’-dihydro compounds with MnO2 or PbO2. The resulting cata-annulated bisimide azaacenes have ultrahigh electron affinities with first reduction potentials as low as −0.35 V recorded for a tetraazapentacene. Attempts to prepare a tetrakis(dicarboximide)tetraazaheptacene resulted in the formation of a symmetric butterfly dimer.
Item Description:Gefördert durch: Deutsche Forschungsgemeinschaft: SFB 1249; Studienstiftung des Deutschen Volkes National Science Foundation: NSF 1954975; American Chemical Society Petroleum Research Fund: 57163-UNI1
Gesehen am 01.08.2024
Physical Description:Online Resource
DOI:10.11588/data/EVMJNN

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