2024-03-28T15:06:07Zhttps://eprints.lib.hokudai.ac.jp/dspace-oai/requestoai:eprints.lib.hokudai.ac.jp:2115/795932023-10-11T01:14:48Zhdl_2115_20039hdl_2115_116Photo- and Thermal Interconversion of Multiconfigurational Strained Hydrocarbons Exhibiting Completely Switchable Oxidation to Stable Dicationic DyesIshigaki, YusukeHayashi, YukiSuzuki, Takanori430Highly 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.American Chemical SocietyJournal Articleapplication/pdfhttp://hdl.handle.net/2115/79593https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/79593/1/Ishigaki%20et%20al.%2c%20J.%20Am.%20Chem.%20Soc.%202019%2c%20141%2c%2045%2c%2018293-18300.pdf0002-7863Journal of the American Chemical Society1414518293183002019-11-13enginfo:doi/10.1021/jacs.9b09646This 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.author