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Updated: Dec 30, 2025
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Fused Pyrazine- and Carbazole-Containing Azaacenes: Synthesis and Properties
Hailiang Liao1, Chengyi Xiao2, Mahesh Kumar Ravva3
1Key Laboratory for Polymeric Composite and Functional Materials of Ministry of Education School of Materials Science and Engineering, Sun Yat-Sen University, Guangzhou, 510275, P. R. China.
Abstract:
A new family of azaacenes has been designed and synthesized by incorporating the electron-withdrawing sp2 -hybridized nitrogen of pyrazine and electron-donating nitrogen of carbazole in a molecular skeleton. Two different conjugated lengths of 8-ring aza-nonacene and 10-ring aza-undecene have been achieved by an efficient condensation reaction. The unique optoelectronic properties of these molecules were investigated using both experimental and theoretical techniques. The azaacenes show visible-region absorption and near-infrared (NIR) fluorescence. These compounds can serve as hole-transport semiconductors for solution-processed organic field-effect transistors (OFETs). Single-crystal transistor devices of one of the aza-nonacenes exhibit hole charge transport behavior with a hole mobility of 0.07 cm2 /Vs and an on/off current ratio of 1.3x106 .
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