Two dimensional triptycene end-capping and its influence on the self-assembly of quinoxalinophenanthrophenazines : dedicated to the special issue of Optoelectronic functional material

Comprehensive Summary In this report we investigated two-dimensionally triptycene end-capped QPPs in terms of their solution and solid-state behavior. For this purpose, a triphenylene based ortho-diamine decorated with two triptycenyl units as well as a phenylene diamine with two non-annulated tript...

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Hauptverfasser: Roß, Lisa (Verfasst von) , Reitemeier, Julius (Verfasst von) , Ghalami, Farhad (Verfasst von) , Zhang, Wen-Shan (Verfasst von) , Gross, Jürgen H. (Verfasst von) , Rominger, Frank (Verfasst von) , Elbert, Sven (Verfasst von) , Schröder, Rasmus R. (Verfasst von) , Elstner, Marcus (Verfasst von) , Mastalerz, Michael (Verfasst von)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 15 May 2023
In: Chinese journal of chemistry
Year: 2023, Jahrgang: 41, Heft: 10, Pages: 1198-1208
ISSN:1614-7065
DOI:10.1002/cjoc.202200754
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/cjoc.202200754
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cjoc.202200754
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Verfasserangaben:Lisa Roß, Julius Reitemeier, Farhad Ghalami, Wen-Shan Zhang, Jürgen H. Gross, Frank Rominger, Sven M. Elbert, Rasmus Schröder, Marcus Elstner, and Michael Mastalerz
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Zusammenfassung:Comprehensive Summary In this report we investigated two-dimensionally triptycene end-capped QPPs in terms of their solution and solid-state behavior. For this purpose, a triphenylene based ortho-diamine decorated with two triptycenyl units as well as a phenylene diamine with two non-annulated triptycene units have been synthesized. Sequences of condensation reactions with a pyrene-based tetraketone and ortho-diamines yielded a series of QPPs and UV/Vis investigations of the corresponding compounds led to the conclusion, that the QPPs form dimers in solution, which was further supported by MALDI-TIMS-TOF-MS. Single-crystal X-ray analysis of the triply and quadruply triptycene end-capped QPPs furthermore showed short π-π-distances of 3.3—3.4 Å and a perfect shape match during the dimerization of the triply triptycenyl end-capped QPP making it possible synthon for crystal engineering.
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ISSN:1614-7065
DOI:10.1002/cjoc.202200754