2023 Fiscal Year Final Research Report
Development of NHC Ligands Having Both Highly Donating and Accepting Characters and Their Application to Fundamental Catalyses
| Project/Area Number |
20H02733
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Review Section |
Basic Section 33020:Synthetic organic chemistry-related
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| Research Institution | Gifu University |
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Principal Investigator |
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| Co-Investigator(Kenkyū-buntansha) |
武藤 雄一郎 国立研究開発法人理化学研究所, 環境資源科学研究センター, 上級研究員 (50453676)
植村 一広 岐阜大学, 工学部, 准教授 (60386638)
坂田 健 東邦大学, 薬学部, 教授 (90328922)
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| Project Period (FY) |
2020-04-01 – 2023-03-31
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| Keywords | 含窒素複素環カルベン配位子 / アクセプター性 / 立体効果 |
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| Outline of Final Research Achievements |
Nitrogen-containing heterocyclic carbenes derived from imidazo[1,5-a]pyridine, a fused nitrogen-containing heterocyclic ring, have been systematically investigated in terms of the steric and electronic effects of substituent introduction, and the catalytic reactions of metal complexes using them have been examined. Theoretical considerations suggest that the ligand is a π-acceptor ligand, and in fact, it is expected to have a higher efficiancy on the hydrogen-transfer semi-hydrogenation of alkynes and Mizoroki-Heck reactions, than the conventional monocyclic nitrogen-containing carbenes such as IMes and IPr. The results actually show a significant acceleration effect compared to conventional ones. The steric environment also had a similar effect on the catalytic reactions as the Buchwald-type phosphorus ligands.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
ここで得られたイミダゾピリジンカルベンの系統的な性質検討は、これまで含窒素複素環カルベンがドナー性についてのみ考えられていたことに対し、アクセプター性を制御できる相補的な性質を持つカルベン配位子群になることを示すことができた。また、イミダゾピリジンカルベンの入手容易性は高く、この結果は触媒開発における配位子候補群の選択肢を一つ広げたことになる。この成果は、今後の触媒開発において積極的に活用されていくと考えている。
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