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一种周边共轭的5-6-7纳米石墨烯的合成。

Synthesis of a peripherally conjugated 5-6-7 nanographene.

作者信息

Żyła Marika, Gońka Elżbieta, Chmielewski Piotr J, Cybińska Joanna, Stępień Marcin

机构信息

Wydział Chemii , Uniwersytet Wrocławski , ul. F. Joliot-Curie 14 , 50-383 Wrocław , Poland . Email:

Department of Nanotechnology , Wrocław Research Centre EIT+ , ul. Stabłowicka 147 , 54-066 Wrocław , Poland.

出版信息

Chem Sci. 2016 Jan 1;7(1):286-294. doi: 10.1039/c5sc03280f. Epub 2015 Sep 29.

DOI:10.1039/c5sc03280f
PMID:29861982
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5952525/
Abstract

A heteroaromatic nanographene containing a unique assembly of five-, six- and seven-membered rings is synthesized using oxidative coupling of an indole-containing precursor. Near-infrared absorption and emission properties of the nanographene core are enhanced by peripheral expansion and ring fusion at all oxidation levels. The dicationic state shows distinct aromaticity originating from a peripheral π-conjugated circuit. A partially coupled intermediate, trapped in the synthesis of the 5-6-7 nanographene, is explored as a reference system, showing an unexpected reduction of the optical band gap due to intramolecular charge transfer.

摘要

通过含吲哚前体的氧化偶联反应，合成了一种包含独特五元、六元和七元环组装结构的杂芳族纳米石墨烯。在所有氧化水平下，纳米石墨烯核心的近红外吸收和发射特性通过外围扩展和环融合得到增强。二价阳离子态显示出源自外围π共轭电路的独特芳香性。在5-6-7纳米石墨烯合成过程中捕获的部分偶联中间体被用作参考体系，结果表明由于分子内电荷转移，其光学带隙意外减小。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/fb62309f9948/c5sc03280f-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/9bcf2a464a19/c5sc03280f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/c910e59b0181/c5sc03280f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/61f9ac2251ee/c5sc03280f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/e1c6cd617445/c5sc03280f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/96265616fccf/c5sc03280f-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/4d52113c897e/c5sc03280f-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/cba7fe0a9b3b/c5sc03280f-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/fb62309f9948/c5sc03280f-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/9bcf2a464a19/c5sc03280f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/c910e59b0181/c5sc03280f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/61f9ac2251ee/c5sc03280f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/e1c6cd617445/c5sc03280f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/96265616fccf/c5sc03280f-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/4d52113c897e/c5sc03280f-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/cba7fe0a9b3b/c5sc03280f-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77c8/5952525/fb62309f9948/c5sc03280f-f6.jpg

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