| 研究課題/領域番号 |
23K13734
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| 研究種目 |
若手研究
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| 配分区分 | 基金 |
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| 審査区分 |
小区分33020:有機合成化学関連
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| 研究機関 | 北海道大学 |
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研究代表者 |
HUANG CHUNG・YANG 北海道大学, 化学反応創成研究拠点, 准教授 (90956153)
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| 研究期間 (年度) |
2023-04-01 – 2026-03-31
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| 研究課題ステータス |
交付 (2023年度)
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| 配分額 *注記 |
4,550千円 (直接経費: 3,500千円、間接経費: 1,050千円)
2025年度: 910千円 (直接経費: 700千円、間接経費: 210千円)
2024年度: 1,820千円 (直接経費: 1,400千円、間接経費: 420千円)
2023年度: 1,820千円 (直接経費: 1,400千円、間接経費: 420千円)
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| キーワード | indigo / photoredox / organic synthesis / metal catalysis / photochemistry / photocatalysis |
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| 研究開始時の研究の概要 |
Photoredox catalysis has emerged as one of the most powerful methods in chemistry, and red- and IR-light has the potential for milder and more accommodating conditions. We will develop red-light photocatalyst based on the cheap and abundant indigo for general synthetic organic chemistry.
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| 研究実績の概要 |
Synthetic methods have been developed to prepare several prototype indigo molecules, and these compounds show photoredox activity using irradiation wavelengths longer than blue light. These compounds also show catalytic reactivity in several test photoredox reactions. Unexpectedly, during these studies, we discovered two related photoredox methodologies in the area of C-F activation. First, selective hydrodefluorination of trifluoromethylarenes has been optimized using N-heterocyclic carbene boranes as the hydrogen atom transfer reagent. Second, a copper-catalyzed photoredox C-O coupling with trifluoromethylarenes has been developed.
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| 現在までの達成度 (区分) |
現在までの達成度 (区分)
2: おおむね順調に進展している
理由
In addition to the original plan, we have discovered two related photoredox methodologies in the area of C-F activation. These new directions are currently being actively pursued, where substrate scope evaluation and mechanistic studies will be complete in the near future. Publications can then be expected within this FY. The implications of these novel synthetic method are in C-F functionalization as well as photoredox reactivity.
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| 今後の研究の推進方策 |
We will continue to explore indigo-derived photoredox catalysts. The first goal is to build structures that extend the absorption to red-light region while maintaining photoredox activity. Second, we will explore different types of transformations where this class of catalyst can play a decisive role. Additionally, as a related direction, the utility of these compounds as imaging and therapeutic agents for biomedical research will be investigated.
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