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Isomerically Pure Star‐Shaped Triphenylene–Perylene Hybrids Involving Highly Extended π‐Conjugation.

Authors :
Nuin, Edurne
Lloret, Vicent
Amsharov, Konstantin
Hauke, Frank
Abellán, Gonzalo
Hirsch, Andreas
Source :
Chemistry - A European Journal. 3/26/2018, Vol. 24 Issue 18, p4671-4679. 9p.
Publication Year :
2018

Abstract

Abstract: The synthesis and characterization of a new type of a highly conjugated heterocyclic π‐chromophore, consisting of a central triphenylene core fused with three perylene monoimide units (star‐shaped molecules), is described. By judicious bay functionalization with <italic>tert</italic>‐butylphenoxy substituents, aggregation was completely prevented by using 1,1,2,2‐tetrachloroethane, allowing for a straightforward purification and, for the very first time, the complete separation of the constitutional isomers by HPLC. Both isomers can be easily distinguished by means of several conventional spectroscopic techniques. Furthermore, we have illustrated the absence of supramolecular aggregates and enhanced processability by noncovalent functionalization of graphene substrates, showing an outstanding homogeneity and demonstrating a different doping behavior in both isomers, making it possible to distinguish them by Raman spectroscopy. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
24
Issue :
18
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
128732759
Full Text :
https://doi.org/10.1002/chem.201705872