| Project/Area Number |
13555247
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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 | 展開研究 |
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| Research Field |
有機工業化学
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| Research Institution | Osaka University |
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Principal Investigator |
FUKUZUMI Shunichi Osaka University, Graduate School of Engineering, Professor, 大学院・工学研究科, 教授 (40144430)
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| Co-Investigator(Kenkyū-buntansha) |
SUENOBU Tomoyoshi Osaka University, Graduate School of Engineering, Assistant Professor, 大学院・工学研究科, 助手 (90271030)
OGO Seiji Osaka University, Graduate School of Engineering, Associate Professor, 大学院・工学研究科, 助教授 (60290904)
今堀 博 大阪大学, 大学院・工学研究科, 助教授 (90243261)
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| Project Period (FY) |
2001 – 2002
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| Project Status |
Completed (Fiscal Year 2002)
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| Budget Amount *help |
¥13,000,000 (Direct Cost: ¥13,000,000)
Fiscal Year 2002: ¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2001: ¥9,800,000 (Direct Cost: ¥9,800,000)
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| Keywords | Photoinduced Electron Transfer / Photocatalysis / Molecular Oxygen / Oxygenation / NAD^+ Analog / Aromatic Hydrocarbon / Aldehyde / Olefin / 芳香族アルデヒド / 部分酸素化 / 電子移動 / アクリジニウムイオン / アルキルベンゼン / 酸素 / α-メチルスチレン |
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| Research Abstract |
A ring-substituted toluene with an electron-withdrawing substituent, p-tolunitrile, is oxygenated with molecular oxygen to yield the corresponding aldehyde using tetrafluoro-p-dicyanobenzene as a photosensitizer under photoirradiation with an Hg lamp (λ > 300 nm). The 100 % selective oxygenation of p-xylene to p-tolualdehyde is achieved using 10-methyl-9-phenylacridinium ion as a photosensitizer under visible light irradiation, leading to yield p-tolualdehyde exclusively as the final oxygenated product. Both oxygenation reactions are initiated by photoinduced electron transfer from the ring-substituted toluene to the singlet excited state of the photosensitizer. The reason for the high selectivity in the photocatalytic oxygenation of various toluene derivatives is discussed based on the photoinduced electron transfer mechanism.
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