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CC BY 4.0 · Organic Materials 2024; 06(02): 40-44
DOI: 10.1055/a-2291-8774
Soluble Graphene Nanoarchitectures
Short Communication

A Nonbenzenoid 3D Nanographene Containing 5/6/7/8-Membered Rings

Pengcai Liu 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Hao-Han Lv 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Rui Xue 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Xiao-Yu Tang 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Xing-Yu Chen 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Liping Qi 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
,
Xiao-Ye Wang 
a   State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, P. R. of China
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Abstract

Nanographenes (NGs) have attracted continuous attention in recent years owing to their opened bandgaps and optoelectronic applications. Especially, nonbenzenoid NGs containing non-six-membered rings have been developed rapidly due to their unique structures and properties. In this work, we employ nonbenzenoid acepleiadylene (APD) and the cyclooctatetraene (COT) moiety to construct the first three-dimensional (3D) NG containing 5/6/7/8-membered rings in one molecule (COT-APD). The calculated results prove that COT-APD has a saddle-like configuration similar to that of other COT-type molecules. Each APD segment in COT-APD keeps the inherent aromaticity of the APD moiety. Compared with other COT-type molecules, COT-APD shows a narrower bandgap, which indicates the superiority of APD in bandgap regulation. Furthermore, four reversible reductive waves are observed in electrochemical characterizations, demonstrating the excellent electron-accepting capability of COT-APD.

Key words

nanographenes - nonbenzenoid arenes - cyclooctatetraene - acepleiadylene

Supporting Information



Publication History

Received: 01 January 2024

Accepted after revision: 22 February 2024

Accepted Manuscript online:
20 March 2024

Article published online:
30 April 2024

© 2024. The Authors. This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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