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Unexpected One‐Pot Synthesis of Diindolotriazatruxene: A Planar Electron‐Rich Scaffold Toward Highly π‐Extended PAHs
Author(s) -
Li Xiangchun,
Wang Chunyu,
Xue Yibo,
Meng Cheng,
Lai WenYong,
Huang Wei
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700498
Subject(s) - chemistry , planar , scaffold , mass spectrometry , electrochemistry , block (permutation group theory) , crystal structure , chemical engineering , combinatorial chemistry , nanotechnology , crystallography , materials science , electrode , medicine , computer graphics (images) , geometry , mathematics , chromatography , computer science , biomedical engineering , engineering
A unique planar and highly π‐extended scaffold, 3,8,14,19‐tetrabromo‐diindolotriazatruxene ( 4Br‐DIT ), was synthesized via a facile one‐pot strategy. The structure of 4Br‐DIT was adequately verified by MALDI‐TOF mass spectrometry, 1 H and 13 C NMR, and single‐crystal XRD analysis. A combination of thermal, optical, and electrochemical investigation confirmed the electron‐rich characteristics of the resulting diindolotriazatruxene unit, showing promise as a building block to construct highly π‐extended polycyclic aromatic hydrocarbons (PAHs).