Please use this identifier to cite or link to this item: https://doi.org/10.1002/anie.201907030
Title: Dearomatization Approach Toward Superbenzoquinone Based Diradicaloid, Tetraradicaloid, and Hexaradicaloid
Authors: LI GUANGWU 
Han, Y.
Zou, Y.
Lee, J.J.C.
NI YONG 
Wu Jishan 
Issue Date: 1-Oct-2019
Publisher: Wiley-VCH Verlag
Citation: LI GUANGWU, Han, Y., Zou, Y., Lee, J.J.C., NI YONG, Wu Jishan (2019-10-01). Dearomatization Approach Toward Superbenzoquinone Based Diradicaloid, Tetraradicaloid, and Hexaradicaloid. Angewandte Chemie International Edition 58 (40) : 14319-14326. ScholarBank@NUS Repository. https://doi.org/10.1002/anie.201907030
Abstract: Reported here is the step-by-step dearomatization of a highly aromatic polycyclic aromatic hydrocarbon (PAH), the hexa-peri-hexabenzocoronene (also called as “superbenzene”), to give a series of superbenzoquinones containing two, four, and six ketone groups. Different from traditional PAH-based quinones, these superbenzoquinones show open-shell multiradical character by rearomatization in the open-shell forms as experimentally validated by X-ray crystallographic analysis, NMR and ESR spectroscopy, and FT-IR measurements, as well as theoretically supported by restricted active space spin-flip calculations. These compounds exhibit structure- and molecular-symmetry-dependent optical, electrochemical, and magnetic properties.
Source Title: Angewandte Chemie International Edition
URI: https://scholarbank.nus.edu.sg/handle/10635/167906
ISSN: 1433-7851
1521-3773
DOI: 10.1002/anie.201907030
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