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Photo- and Thermal Interconversion of Multiconfigurational Strained Hydrocarbons Exhibiting Completely Switchable Oxidation to Stable Dicationic Dyes

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Ishigaki et al., J. Am. Chem. Soc. 2019, 141, 45, 18293-18300.pdf983.34 kBPDFView/Open
Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/79593

Title: Photo- and Thermal Interconversion of Multiconfigurational Strained Hydrocarbons Exhibiting Completely Switchable Oxidation to Stable Dicationic Dyes
Authors: Ishigaki, Yusuke Browse this author →KAKEN DB
Hayashi, Yuki Browse this author
Suzuki, Takanori Browse this author
Issue Date: 13-Nov-2019
Publisher: American Chemical Society
Journal Title: Journal of the American Chemical Society
Volume: 141
Issue: 45
Start Page: 18293
End Page: 18300
Publisher DOI: 10.1021/jacs.9b09646
Abstract: Highly strained hydrocarbons with two di/tribenzocycloheptatriene units were designed as electrochromic overcrowded ethylenes that undergo reversible interconversion with stable dicationic dyes. Due to severe steric repulsion, two configurational isomers (anti,anti-folded and syn,anti-folded forms) were isolated as stable entities. Photo- and thermal interconversion of these isomers proceeded cleanly: one-way photo-isomerization occurred from anti,anti- to syn,anti-form and one-way thermal isomerization was observed from syn,anti- to anti,anti-form. Even though both isomers undergo two-electron oxidation into the same twisted dications, quite different oxidation potentials enable completely selective oxidation of syn,anti-isomers. Thus, the present multiconfigurational strained hydrocarbons are capable of switching of activation/deactivation of their electrochromic properties by light/heat.
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/abs/10.1021/jacs.9b09646.
Type: article
URI: http://hdl.handle.net/2115/79593
Appears in Collections:理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 石垣 侑祐

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