Title: Synthesis and properties of a triphenylene-butadiynylene macrocycle
Authors: Wettach, Henning ×
Hoeger, Sigurd
Chaudhuri, Debangshu
Lupton, John. M
Liu, Feng
Lupton, Elizabeth M
Tretiak, Sergei
Wang, Guojie
De Feyter, Steven
Fischer, Steffen
Foerster, Stephan #
Issue Date: 2011
Publisher: Royal Society of Chemistry
Series Title: Journal of Materials Chemistry vol:21 issue:5 pages:1404-1415
Abstract: The synthesis and characterization of a shape-persistent triphenylene-butadiynylene macrocycle formed by intermolecular Glaser-coupling of two "half-rings" and also by intramolecular coupling of the appropriate open dimer, respectively, are described in detail. The investigation of the photophysics has revealed that-compared to its open dimer-the macrocycle is more conjugated in the ground state and less so in the excited state, a result of the diacetylene bending in the macrocycle due to its constrained topology. The macrocycle is decorated with flexible side groups that support its adsorption on highly oriented pyrolytic graphite (HOPG) where a concentration-dependence of the 2D-structure is observed by means of scanning tunnelling microscopy (STM). The flexible side groups also guarantee a high compound solubility even in nonpolar solvents (cyclohexane). However, solvophobic interactions lead to the formation of a tube-like superstructure, as revealed by dynamic light scattering, X-ray scattering and atomic force microscopy.
ISSN: 0959-9428
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Imaging and Photonics
× corresponding author
# (joint) last author

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