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

Dumslaff T, Gu Y, Paterno GM, Qiu Z, Maghsoumi A, Tommasini M, Feng X, Scotognella F, Narita A, Muellen K (2020)

Publication Type: Journal article

Publication year: 2020

Journal

Chemical Science Royal Society of Chemistry

Book Volume: 11

Pages Range: 12816-12821

Journal Issue: 47

DOI: 10.1039/d0sc04649c

Abstract

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.

Involved external institutions

Politecnico di Milano IT Italy (IT) Technische Universität Dresden DE Germany (DE) Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research DE Germany (DE) Italian Institute of Technology / Istituto Italiano di Tecnologia (IIT) IT Italy (IT)

How to cite

APA:

Dumslaff, T., Gu, Y., Paterno, G.M., Qiu, Z., Maghsoumi, A., Tommasini, M.,... Muellen, K. (2020). Hexa-: Peri -benzocoronene with two extra K-regions in an ortho -configuration. Chemical Science, 11(47), 12816-12821. https://doi.org/10.1039/d0sc04649c

MLA:

Dumslaff, Tim, et al. "Hexa-: Peri -benzocoronene with two extra K-regions in an ortho -configuration." Chemical Science 11.47 (2020): 12816-12821.

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