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Synthesis, Photophysical and Electrochemical Properties, and Self‐assembly Behavior of Two Hexaazatriphenylene Derivatives: A Single Bond Makes a Big Difference
Author(s) -
Qian Cheng,
Zhao WeiHao,
Tian Yuan,
Jiang GuoFang,
Zhan TianGuang,
Zhao Xin
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201600018
Subject(s) - cyclic voltammetry , scanning electron microscope , electrochemistry , derivative (finance) , chemistry , crystallography , powder diffraction , fluorescence , diffraction , proton nmr , materials science , stereochemistry , electrode , optics , physics , financial economics , economics , composite material
A hexaazatriphenylene (HAT) derivative (compound 1 ) that bears four n ‐octyl chains and two thienyl groups was designed and synthesized. Further light‐induced oxidation coupling reaction led to thienyl‐fused compound 2 . Their photophysical and electrochemical properties and self‐assembly behavior have been investigated by UV/Vis, fluorescence, and 1 H NMR spectroscopies, cyclic voltammetry (CV), scanning electron microscopy (SEM), and powder X‐ray diffraction (PXRD). Although the difference in compounds 1 and 2 only lie in one single bond that connects the two thienyl segments, they displayed remarkably different properties, revealing an interesting structure–property relationship.