Azulene-Based BN-Heteroaromatics

被引：60

作者：

Xin, Hanshen ^{[1
]}

Li, Jing ^{[1
]}

Yang, Xiaodi ^{[2
]}

Gao, Xike ^{[1
]}

机构：

[1] Chinese Acad Sci, Univ Chinese Acad Sci, Key Lab Synthet & Self Assembly Chem Organ Funct, Ctr Excellence Mol Synth,Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[2] Shanghai Univ Tradit Chinese Med, Innovat Res Inst Tradit Chinese Med, 1200 Cailun Rd, Shanghai 201203, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 01期

基金：

中国国家自然科学基金;

关键词：

CONJUGATED POLYMERS; BIAZULENE DIIMIDES; HETEROACENES; BLUE; TERAZULENE; STABILITY; OLIGOMERS; BEHAVIOR; UNIT;

D O I：

10.1021/acs.joc.9b01724

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Azulene, a nonalternant bicyclic aromatic hydrocarbon, has unique chemical and physical properties and is considered to be a promising building block for constructing novel polycyclic aromatic hydrocarbons (PAHs) and heteroaromatics. We present here the first two azulene-based BN-heteroaromatics Az-BN-1 and Az-BN-2. The chemical structures and optical and electrochemical properties of both compounds have been investigated, as well as their sensing behavior in response to fluoride ion. Az-BN-1 and Az-BN-2 show different photophysical properties from other reported BN-embedded PAHs, such as lower band gaps and unusual fluorescence. In addition, Az-BN-1 and Az-BN-2 exhibit unexpected deboronization upon addition of trifluoroacetic acid, which distinguishes them from other reported BN-heteroaromatics and can be ascribed to the unique property of the azulene unit.

引用

页码：70 / 78

页数：9

共 51 条

[1] Stimuli-Responsive Azulene-Based Conjugated Oligomers with Polyaniline-like Properties [J].