バイオマスの有効利用を指向した光と金属触媒を用いる炭素－炭素結合切断反応の開発
| Project/Area Number |
16F16340
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| Research Category |
Grant-in-Aid for JSPS Fellows
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| Allocation Type | Single-year Grants |
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| Section | 外国 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kyoto University |
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Principal Investigator |
村上 正浩 京都大学, 工学研究科, 教授 (20174279)
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| Co-Investigator(Kenkyū-buntansha) |
ZHOU WANG 京都大学, 工学(系)研究科(研究院), 外国人特別研究員
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| Project Period (FY) |
2016-10-07 – 2019-03-31
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| Project Status |
Completed (Fiscal Year 2018)
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| Budget Amount *help |
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 2018: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 2017: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2016: ¥600,000 (Direct Cost: ¥600,000)
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| Keywords | alkene / C-C bond cleavage / photocatalysis / pyridine N-oxide / ortho-alkylation / photo redox / copper catalyst / リグニンモデルの分解 |
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| Outline of Annual Research Achievements |
A new light/copper relayed system is developed for aerobic oxidative fragmentation of lignin model compounds having beta-O-4 and beta-1 linkage. Lignin model compounds are successfully broken down with an enhanced reaction efficiency and different product distribution in comparison to thermal copper-catalyzed aerobic degradation.
In this study, we used the simple compound having a beta-O-4 linage as the model substrate because it represents the most abundant repeating unit existing in lignin and the investigation on its behavior toward light and a copper catalyst would provide us with an insight into a depolymerization process of native lignin under similar conditions. When the model substrate in 1,2-dichloroethane was irradiated with a blue LEDs lamp under air in the presence of Mes-Acr+ BF4-(2.0 mol %),
copper(II) acetate (20 mol %), and sodium acetate (2.0 equiv), the substrate was consumed after 12 h. 3,4-Dimethoxybenzaldehyde and 2-methoxyphenyl formate were obtained in 66% isolated yield and 56% GC yield, respectively. Thus, carbon-carbon bonds contained in the beta-O-4 linage is cleaved. Next, the conditions for aerobic fragmentation were applied to another family of lignin model compound having a beta-1 linkage, which is the second most abundant repeating unit found in lignin. It was proved to be also viable substrate. Thus, our photo-catalyzed system could also be applied for lignin model compounds having a beta-1 linkage.
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| Research Progress Status |
平成30年度が最終年度であるため、記入しない。
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| Strategy for Future Research Activity |
平成30年度が最終年度であるため、記入しない。
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Report
(3 results)
Research Products
(4 results)
