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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Main Authors: Roß, Lisa (Author) , Reitemeier, Julius (Author) , Ghalami, Farhad (Author) , Zhang, Wen-Shan (Author) , Gross, Jürgen H. (Author) , Rominger, Frank (Author) , Elbert, Sven (Author) , Schröder, Rasmus R. (Author) , Elstner, Marcus (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: 15 May 2023
In: Chinese journal of chemistry
Year: 2023, Volume: 41, Issue: 10, Pages: 1198-1208
ISSN:1614-7065
DOI:10.1002/cjoc.202200754
Online Access: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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Author Notes: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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Summary: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.
Item Description:Gesehen am 05.12.2024
Physical Description:Online Resource
ISSN:1614-7065
DOI:10.1002/cjoc.202200754