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1,2-Disubstituted 1,2-Dihydro-1,2,4,5-tetrazine-3,6-dione as a Dynamic Covalent Bonding Unit at Room Temperature
| Title: | 1,2-Disubstituted 1,2-Dihydro-1,2,4,5-tetrazine-3,6-dione as a Dynamic Covalent Bonding Unit at Room Temperature |
| Authors: | Kawai, Kentaro Browse this author | | Ikeda, Kazuki Browse this author | | Sato, Akane Browse this author | | Kabasawa, Akira Browse this author | | Kojima, Masahiro Browse this author →KAKEN DB | | Kokado, Kenta Browse this author →KAKEN DB | | Kakugo, Akira Browse this author →KAKEN DB | | Sada, Kazuki Browse this author →KAKEN DB | | Yoshino, Tatsuhiko Browse this author →KAKEN DB | | Matsunaga, Shigeki Browse this author →KAKEN DB |
| Issue Date: | 18-Jan-2022 |
| Publisher: | American Chemical Society |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 144 |
| Issue: | 3 |
| Start Page: | 1370 |
| End Page: | 1379 |
| Publisher DOI: | 10.1021/jacs.1c11665 |
| Abstract: | Dynamic covalent bonds are useful tools in a wide range of applications. Although various reversible chemical reactions have been studied for this purpose, the requirement for harsh conditions, such as high temperature and low or high pH, to activate generally stable covalent bonds limits their potential applications involving biomolecules or household utilization. Here, we report the design, synthesis, characterization, and dynamic covalent bonding properties of 1,2-disubstituted 1,2-dihydro-1,2,4,5-tetrazine-3,6-dione (TETRAD). Hetero-Diels-Alder reactions of TETRAD with furan derivatives and their retro-reactions proceeded rapidly at room temperature under neutral conditions, enabling a chemically induced sol-gel transition system. |
| 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 © 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/articlesonrequest/AOR-JKCBT3BXPRU3JRJMTVT3. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/88127 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 吉野 達彦
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