Ion-Pairing Assemblies Comprising Anion Complexes of π‑Extended Anion-Responsive Molecules

Anion-responsive molecules comprising phenanthropyrrole rings were synthesized by oxidative coupling. Spectroscopic and theoretical examinations revealed the effects of the π-extended structures. In the solid state as ion-pairing assemblies, Cl– complexes of π-extended derivatives formed stacked str...

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Veröffentlicht in:Journal of organic chemistry 2019-07, Vol.84 (14), p.8886-8898
Hauptverfasser: Sugiura, Shinya, Matsuda, Wakana, Zhang, Wanying, Seki, Shu, Yasuda, Nobuhiro, Maeda, Hiromitsu
Format: Artikel
Sprache:eng
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Zusammenfassung:Anion-responsive molecules comprising phenanthropyrrole rings were synthesized by oxidative coupling. Spectroscopic and theoretical examinations revealed the effects of the π-extended structures. In the solid state as ion-pairing assemblies, Cl– complexes of π-extended derivatives formed stacked structures composed of Cl– complexes themselves and those formed with countercations using extended π-moieties. Aliphatic anion-responsive molecules and their Cl– complexes, as ion pairs with the triazatriangulenium cation, provided hexagonal columnar structures with liquid-crystalline mesophases.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00754