Azaarene dimers

Binaphthyl-3,3′,4,4′-tetraone was prepared and coupled to different bis(TIPS-ethynyl)-substituted (TIPS=triisopropyl silane) aromatic diamines, resulting in the formation of dimeric benzo-fused azaacenes, centrally connected by a single bond. The two halves of the molecules are highly twisted with r...

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Hauptverfasser: Hahn, Sebastian (VerfasserIn) , Butscher, Julian (VerfasserIn) , An, Qingzhi (VerfasserIn) , Jocic, Angelina (VerfasserIn) , Tverskoy, Olena (VerfasserIn) , Rominger, Frank (VerfasserIn) , Vaynzof, Yana (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: May 7, 2019
In: Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 30, Pages: 7285-7291
ISSN:1521-3765
DOI:10.1002/chem.201901139
Online-Zugang:Verlag, Volltext: https://doi.org/10.1002/chem.201901139
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901139
Volltext
Verfasserangaben:Sebastian Hahn, Julian Butscher, Qingzhi An, Angelina Jocic, Olena Tverskoy, Marcus Richter, Xinliang Feng, Frank Rominger, Yana Vaynzof, Uwe H.F. Bunz
Beschreibung
Zusammenfassung:Binaphthyl-3,3′,4,4′-tetraone was prepared and coupled to different bis(TIPS-ethynyl)-substituted (TIPS=triisopropyl silane) aromatic diamines, resulting in the formation of dimeric benzo-fused azaacenes, centrally connected by a single bond. The two halves of the molecules are highly twisted with respect to each other and showed limited electronic interaction in the ground state because their absorption spectra remained very similar to those of the constituting monomers. The dimers displayed greatly reduced fluorescence when compared to the monomers, suggesting that there is a significant interaction of the two azarene units in the excited state. Preliminary investigations showed that the dimers are attractive for application as acceptors in organic photovoltaic because they significantly outperform their monomeric counterparts.
Beschreibung:Gesehen am 09.07.2019
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201901139