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Iron/Photosensitizer Hybrid System Enables the Synthesis of Polyaryl-Substituted Azafluoranthenes
| Title: | Iron/Photosensitizer Hybrid System Enables the Synthesis of Polyaryl-Substituted Azafluoranthenes |
| Authors: | Kato, Yoshimi Browse this author | | Yoshino, Tatsuhiko Browse this author →KAKEN DB | | Gao, Min Browse this author | | Hasegawa, Jun-ya Browse this author →KAKEN DB | | Kojima, Masahiro Browse this author →KAKEN DB | | Matsunaga, Shigeki Browse this author →KAKEN DB |
| Issue Date: | 27-Sep-2022 |
| Publisher: | American Chemical Society |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 144 |
| Issue: | 40 |
| Start Page: | 18450 |
| End Page: | 18458 |
| Publisher DOI: | 10.1021/jacs.2c06993 |
| Abstract: | Photosensitization of organometallics is a privileged strategy that enables challenging transformations in transition-metal catalysis. However, the usefulness of such photocatalyst-induced energy transfer has remained opaque in iron-catalyzed reactions despite the intriguing prospects of iron catalysis in synthetic chemistry. Herein, we demonstrate the use of iron/photosensitizer-cocatalyzed cycloaddition to synthesize polyarylpyridines and azafluoranthenes, which have been scarcely accessible using the established iron-catalyzed protocols. Mechanistic studies indicate that triplet energy transfer from the photocatalyst to a ferracydic intermediate facilitates the thermally demanding nitrile insertion and accounts for the distinct reactivity of the hybrid system. This study thus provides the first demonstration of the role of photosensitization in overcoming the limitations of iron catalysis. |
| 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/articlesonrequest/AOR-TDH8KU5KKS6KYPU7JJAT. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/90653 |
| 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: 小島 正寛
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