scholarly journals Polycyclic aromatic azomethine ylides: a unique entry to extended polycyclic heteroaromatics

2015 ◽  
Vol 6 (1) ◽  
pp. 436-441 ◽  
Author(s):  
Reinhard Berger ◽  
Manfred Wagner ◽  
Xinliang Feng ◽  
Klaus Müllen

Based on polycyclic aromatic azomethine ylides, a metal-free “cycloaddition-planarization-sequence” is proposed, providing a unique entry to nitrogen-containing polycyclic aromatic hydrocarbons.

2018 ◽  
Vol 54 (74) ◽  
pp. 10415-10418 ◽  
Author(s):  
Hong-Kai Sha ◽  
Ting Xu ◽  
Feng Liu ◽  
Bu-Zheng Tang ◽  
Wen-Juan Hao ◽  
...  

The first metal-free base-promoted naphthannulation reactions of yne-allenone esters were developed for the direct assembly of a wide range of polycyclic aromatic hydrocarbons with generally good yields.


2017 ◽  
Vol 53 (11) ◽  
pp. 1904-1907 ◽  
Author(s):  
Chada Raji Reddy ◽  
Uredi Dilipkumar ◽  
Ravula Shravya

A novel [4+2]-benzannulation approach to substituted polycyclic aromatic hydrocarbons has been developed under atom-economical, mild and metal-free reaction conditions.


2021 ◽  
Author(s):  
Marcus Richter ◽  
Michał Borkowski ◽  
Yubin Fu ◽  
Evgenia Dmitrieva ◽  
Alexey A. Popov ◽  
...  

Polycyclic aromatic azomethine ylides (PAMY, <b>1</b>) are versatile building blocks for the bottom-up synthesis of nitrogen-containing polycyclic aromatic hydrocarbons (N-PAHs). Although the chemistry of PAMY was already established few years ago, the cycloaddition of a double PAMY building block has not been reported so far. In this work, we demonstrate the first cycloaddition of a PAMY-dimer (<b>6</b>), which opens the access to three different alkyl ester-substituted N-PAHs with a laterally extended double ullazine scaffold (<b>DU-1</b>, <b>DU-2</b> and <b>DU-3</b>). Interestingly, the cyclic voltammetry of <b>DU-1-3</b> exhibited three reversible oxidation waves, which confirmed the electron-rich nature of the double ullazine scaffold. Furthermore, in-situ spectroelectrochemistry study of ethylhexyl ester-substituted <b>DU-3</b> revealed the formation of different cationic species with new absorption bands up to 1689 nm. Additionally, the influence of the attached substituents on the film formation and supramolecular organization in the thin films were investigated by polarized optical microscopy and grazing incidence wide-angle X-ray scattering.


2021 ◽  
Author(s):  
Daqian Zhu ◽  
Hui Peng ◽  
Yameng Sun ◽  
Zhouming Wu ◽  
Yun Wang ◽  
...  

Tert-butylamine-catalyzed free radical annulations with cyclic diaryliodoniums occur in environmentally friendly ethyl acetate and do not require transition metal, providing diversified polycyclic aromatic hydrocarbons by modulating substituents.


2019 ◽  
Vol 64 (1) ◽  
pp. 55-67
Author(s):  
Vlad Pӑnescu ◽  
◽  
Mihaela Cӑtӑlina Herghelegiu ◽  
Sorin Pop ◽  
Mircea Anton ◽  
...  

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