Towards the Tetrabenzo-Fused Circumazulene via In-Solution and On-Surface Synthesis

Abstract: The synthesis of circumazulene, a nonalternant isomer of circumnaphthalene, and its π-expanded derivatives poses a considerable challenge due to the lack of a suitable synthetic strategy. In this work, we present our efforts toward achieving tetrabenzo-fused circumazulene (1) through both solution and on-surface syntheses. In the case of in-solution synthesis, we obtained a product (P) with the desired target mass, but the structural verification proved to be challenging owing to the presence of various structural isomers. In the on-surface synthesis approach, a series of unexpected azulene-embedded nanographenes were obtained, including a molecule with an additional pentagonal ring (U1) based on the backbone of 1. Furthermore, theoretical calculations were conducted to shed light on these unexpected structures and to investigate their aromaticity. This work opens a new avenue for the design and synthesis of novel nonalternant graphene nanostructures incorporating circumarene.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Towards the Tetrabenzo-Fused Circumazulene via In-Solution and On-Surface Synthesis ; volume:06 ; number:02 ; year:2024 ; pages:71-77
Organic materials ; 06, Heft 02 (2024), 71-77

Contributor
Wu, Fupeng
Xu, Wangwei
Fu, Yubin
Liu, Renxiang
Yang, Lin
Ruffieux, Pascal
Fasel, Roman
Ma, Ji
Feng, Xinliang

DOI
10.1055/a-2333-9789
URN
urn:nbn:de:101:1-2408011051390.570462306715
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 11:00 AM CEST

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