Issue 47, 2020

Hexa-peri-benzocoronene with two extra K-regions in an ortho-configuration


There are three possible isomers for hexa-peri-hexabenzocoronene (HBC) with two extra K-regions, but only two of them have been reported, namely with the meta- and para-configurations. Herein, we describe the synthesis of HBC 4 with two extra K-regions in the ortho-configuration, forming a longer zigzag edge compared with the other two isomers. The structure of 4 was validated by laser desorption/ionization time-of-flight mass analysis and nuclear magnetic resonance spectra, as well as Raman and infrared spectroscopies supported by density functional theory calculations. The optical properties of 4 were investigated by UV/vis absorption and ultrafast transient absorption spectroscopy. Together with the analysis of aromaticity, the influence of the zigzag edge on the π-conjugation pathway and HOMO–LUMO gaps of the three isomers were investigated.

Graphical abstract: Hexa-peri-benzocoronene with two extra K-regions in an ortho-configuration

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Article information

Article type
Edge Article
22 Aug 2020
22 Oct 2020
First published
23 Oct 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2020,11, 12816-12821

Hexa-peri-benzocoronene with two extra K-regions in an ortho-configuration

T. Dumslaff, Y. Gu, G. M. Paternò, Z. Qiu, A. Maghsoumi, M. Tommasini, X. Feng, F. Scotognella, A. Narita and K. Müllen, Chem. Sci., 2020, 11, 12816 DOI: 10.1039/D0SC04649C

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