Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units

Over many years chemists have established the general principle that two-dimensional chemical structures constructed with pure sp2-carbon atoms will definitely form an aromatic system with delocalized electron density. However, based on a recently proposed chemical structure, graphenylene, this rule...

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Main Authors: Song, Q., Wang, B., Deng, K., Feng, X., Wagner, M., Gale, Julian, Mullen, K., Zhi, L.
Format: Journal Article
Published: RSC Publishing 2013
Online Access:http://hdl.handle.net/20.500.11937/42270
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author Song, Q.
Wang, B.
Deng, K.
Feng, X.
Wagner, M.
Gale, Julian
Mullen, K.
Zhi, L.
author_facet Song, Q.
Wang, B.
Deng, K.
Feng, X.
Wagner, M.
Gale, Julian
Mullen, K.
Zhi, L.
author_sort Song, Q.
building Curtin Institutional Repository
collection Online Access
description Over many years chemists have established the general principle that two-dimensional chemical structures constructed with pure sp2-carbon atoms will definitely form an aromatic system with delocalized electron density. However, based on a recently proposed chemical structure, graphenylene, this rule may finally be broken. Herein, we predict the properties of a new two-dimensional sp2- carbon network known as graphenylene, which is the first example of a non-delocalized sp2-carbon structure composed of cyclohexatriene units with two quite distinct C–C bonds within a C6 ring. In addition, theoretical calculations demonstrate that graphenylene has periodic pores of 3.2 Å in diameter and is a semiconductor with a narrow direct band gap, making it promising for various applications, such as electronic devices and efficient hydrogen separation. This study provides a new perspective on carbon allotropes, leading to a better understanding of [N]phenylene based organic frameworks, as well as clarifying the relationship between benzene and cyclohexatriene.
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institution Curtin University Malaysia
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publishDate 2013
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spelling curtin-20.500.11937-422702017-09-13T16:01:42Z Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units Song, Q. Wang, B. Deng, K. Feng, X. Wagner, M. Gale, Julian Mullen, K. Zhi, L. Over many years chemists have established the general principle that two-dimensional chemical structures constructed with pure sp2-carbon atoms will definitely form an aromatic system with delocalized electron density. However, based on a recently proposed chemical structure, graphenylene, this rule may finally be broken. Herein, we predict the properties of a new two-dimensional sp2- carbon network known as graphenylene, which is the first example of a non-delocalized sp2-carbon structure composed of cyclohexatriene units with two quite distinct C–C bonds within a C6 ring. In addition, theoretical calculations demonstrate that graphenylene has periodic pores of 3.2 Å in diameter and is a semiconductor with a narrow direct band gap, making it promising for various applications, such as electronic devices and efficient hydrogen separation. This study provides a new perspective on carbon allotropes, leading to a better understanding of [N]phenylene based organic frameworks, as well as clarifying the relationship between benzene and cyclohexatriene. 2013 Journal Article http://hdl.handle.net/20.500.11937/42270 10.1039/c2tc00006g RSC Publishing fulltext
spellingShingle Song, Q.
Wang, B.
Deng, K.
Feng, X.
Wagner, M.
Gale, Julian
Mullen, K.
Zhi, L.
Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title_full Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title_fullStr Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title_full_unstemmed Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title_short Graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
title_sort graphenylene, a unique two-dimensional carbon network with nondelocalized cyclohexatriene units
url http://hdl.handle.net/20.500.11937/42270