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Anthraquinodimethane Ring-Flip in Sterically Congested Alkenes : Isolation of Isomer and Elucidation of Intermediate through Experimental and Theoretical Approach
| Title: | Anthraquinodimethane Ring-Flip in Sterically Congested Alkenes : Isolation of Isomer and Elucidation of Intermediate through Experimental and Theoretical Approach |
| Authors: | Yusuke, Ishigaki Browse this author →KAKEN DB | | Tomoki, Tadokoro Browse this author | | Yu, Harabuchi Browse this author | | Hayashi, Yuki Browse this author | | Maeda, Satoshi Browse this author | | Suzuki, Takanori Browse this author |
| Keywords: | Overcrowded ethylenes | | Isomerization | | Artificial force induced reaction |
| Issue Date: | 2022 |
| Journal Title: | Bulletin of the Chemical Society of Japan |
| Volume: | 95 |
| Issue: | 1 |
| Start Page: | 38 |
| End Page: | 46 |
| Publisher DOI: | 10.1246/bcsj.20210355 |
| Abstract: | From the viewpoint of the development of molecular response systems, stimulus-induced switching of multi-conformational/multi-configurational overcrowded ethylenes are interesting, whose properties could be manipulated by understanding the detailed isomerization paths. Anthraquinodi-methane (AQD) ring-flip is usually a very fast process, and thus less studied experimentally. Herein, we studied AQDs with dibenzo- and tribenzocycloheptatrienylidene units, which have large enough steric hindrance to retard the AQD ring-flip to allow determination of the Delta G(not equal) value experimentally. Their thermal isomerization was also scrutinized using the artificial force induced reaction method to elucidate the intermediates. Based on the structural unsymmetry in a newly prepared AQD, one of the isomers that undergoes a reversible conformational change via AQD ring-flip was isolated and analyzed by X-ray for the first time. |
| Type: | article |
| URI: | http://hdl.handle.net/2115/84531 |
| 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)
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