Unexpected One-Pot Synthesis of Diindolotriazatruxene: A Planar Electron-Rich Scaffold Toward Highly π-Extended PAHs

Xiangchun Li; Chunyu Wang; Yibo Xue; Cheng Meng; Wen Yong Lai; Wei Huang

doi:10.1002/ajoc.201700498

Unexpected One-Pot Synthesis of Diindolotriazatruxene: A Planar Electron-Rich Scaffold Toward Highly π-Extended PAHs

Xiangchun Li
, Chunyu Wang
, Yibo Xue
, Cheng Meng
, Wen Yong Lai
, Wei Huang

Institute of Flexible Electronics

Nanjing University of Posts and Telecommunications

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

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, ¹H and ¹³C 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).

Original language	English
Pages (from-to)	1749-1754
Number of pages	6
Journal	Asian Journal of Organic Chemistry
Volume	6
Issue number	12
DOIs	https://doi.org/10.1002/ajoc.201700498
State	Published - Dec 2017

Keywords

diindolotriazatruxene
hydrocarbons
optoelectronic properties
polycyclic aromatic hydrocarbons
structure elucidation

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10.1002/ajoc.201700498

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title = "Unexpected One-Pot Synthesis of Diindolotriazatruxene: A Planar Electron-Rich Scaffold Toward Highly π-Extended PAHs",

abstract = "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, 1H and 13C 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).",

keywords = "diindolotriazatruxene, hydrocarbons, optoelectronic properties, polycyclic aromatic hydrocarbons, structure elucidation",

author = "Xiangchun Li and Chunyu Wang and Yibo Xue and Cheng Meng and Lai, \{Wen Yong\} and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2017",

month = dec,

doi = "10.1002/ajoc.201700498",

language = "英语",

volume = "6",

pages = "1749--1754",

journal = "Asian Journal of Organic Chemistry",

issn = "2193-5807",

publisher = "John Wiley and Sons Inc",

number = "12",

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TY - JOUR

T1 - Unexpected One-Pot Synthesis of Diindolotriazatruxene

T2 - A Planar Electron-Rich Scaffold Toward Highly π-Extended PAHs

AU - Li, Xiangchun

AU - Wang, Chunyu

AU - Xue, Yibo

AU - Meng, Cheng

AU - Lai, Wen Yong

AU - Huang, Wei

PY - 2017/12

Y1 - 2017/12

N2 - 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, 1H and 13C 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).

AB - 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, 1H and 13C 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).

KW - diindolotriazatruxene

KW - hydrocarbons

KW - optoelectronic properties

KW - polycyclic aromatic hydrocarbons

KW - structure elucidation

UR - https://www.scopus.com/pages/publications/85041122927

U2 - 10.1002/ajoc.201700498

DO - 10.1002/ajoc.201700498

M3 - 文章

AN - SCOPUS:85041122927

SN - 2193-5807

VL - 6

SP - 1749

EP - 1754

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 12

ER -

Unexpected One-Pot Synthesis of Diindolotriazatruxene: A Planar Electron-Rich Scaffold Toward Highly π-Extended PAHs

Abstract

Keywords

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