A stable hexaazaoctacene cruciform σ-dimer: dedicated to Professor Klaus Müllen on the occasion of his 75th birthday

Buchwald-Hartwig coupling of a triisopropylsilyl (TIPS)-ethynylated dibromo-N,N'-dihydrotetraazapentacene with 1,4-bis(TIPS-ethynyl)-2,3-diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO2 results in a 7,7'-bi(hexaazaoctacenyl). In addition to eight TIPS-ethynyl...

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Main Authors: Maier, Steffen (Author) , Jester, Fabian (Author) , Hoffmann, Marvin (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Dreuw, Andreas (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal) Festschrift
Language:English
Published: September 23, 2022
In: Advanced science
Year: 2022, Volume: 9, Issue: 27, Pages: 1-6
ISSN:2198-3844
DOI:10.1002/advs.202202710
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Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/advs.202202710
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/advs.202202710
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Author Notes:Steffen Maier, Fabian Jester, Marvin T. Hoffmann, Frank Rominger, Jan Freudenberg, Andreas Dreuw, and Uwe H.F. Bunz
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Summary:Buchwald-Hartwig coupling of a triisopropylsilyl (TIPS)-ethynylated dibromo-N,N'-dihydrotetraazapentacene with 1,4-bis(TIPS-ethynyl)-2,3-diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO2 results in a 7,7'-bi(hexaazaoctacenyl). In addition to eight TIPS-ethynyl groups, the bioctacene motif protects the azaoctacene subunits. The biazaoctacenyl displays a τ1/2 of > 5 d in dilute solution under ambient conditions. In the crystalline state it is persistent for > 10 months.
Item Description:Online veröffentlicht am 27. Juli 2022
Gesehen am 08.12.2022
Physical Description:Online Resource
ISSN:2198-3844
DOI:10.1002/advs.202202710