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Azulene-Based BN-Heteroaromatics. | LitMetric

Azulene-Based BN-Heteroaromatics.

J Org Chem

Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry , University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.

Published: January 2020

AI Article Synopsis

  • Azulene is a unique bicyclic aromatic hydrocarbon that serves as a valuable building block for creating new polycyclic aromatic hydrocarbons and heteroaromatics.
  • The study presents the first two azulene-based BN-heteroaromatics, analyzing their chemical structures, optical and electrochemical properties, and response to fluoride ions.
  • These compounds display distinct photophysical behaviors, including lower band gaps and unusual fluorescence, as well as unexpected deboronization when exposed to trifluoroacetic acid, highlighting the unique characteristics of the azulene unit.

Article Abstract

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 and . 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. and show different photophysical properties from other reported BN-embedded PAHs, such as lower band gaps and unusual fluorescence. In addition, and 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.

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Source
http://dx.doi.org/10.1021/acs.joc.9b01724DOI Listing

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