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Updated: Jul 28, 2025

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Published on: February 15, 2016
Synthesis and structural evaluation of closed-shell folded and open-shell twisted hexabenzo[5.6.7]quinarene
Tomohiko Nishiuchi1,2, Kazuyuki Uchida1, Takashi Kubo1,2
1Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan. nishiuchit13@chem.sci.osaka-u.ac.jp.
Abstract:
We describe the synthesis and characterization of hexabenzo[5.6.7]quinarene, which is composed of an anthraquinodimethane (AQD) central core that is end-capped with fluorenyl and dibenzosuberenyl groups. Due to strong intramolecular spin-spin interaction through the central AQD unit, this compound is obtained as a stable folded form. Isolation of the stable twisted dication by oxidation and reduction of the dication yields a twisted triplet species, which thermally reverts to the folded form. This is a spin-switching system based on a combination of chemical oxidation/reduction and thermal stimulation.
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