1999 Fiscal Year Final Research Report Summary
Development of New Synthetic Reactions via C-H Bond Activation of Hydrocarbons such as Methane
| Project/Area Number |
09355031
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| Research Category |
Grant-in-Aid for Scientific Research (A)
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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 | KYUSHU UNIVERSITY |
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Principal Investigator |
FUJIWARA Yuzo Kyushu University, Department of Chemistry & Biochemistry, Graduate School of Engineering, Professor, 工学研究科, 教授 (10029481)
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| Co-Investigator(Kenkyū-buntansha) |
NAGATA Kensuke Kyushu University, Department of Chemistry & Biochemistry, Graduate School of Engineering, Assistant, 工学研究科, 助手 (40264080)
TANIGUCHI Yuki Kyushu University, Department of Chemistry & Biochemistry, Graduate School of Engineering, Assistant, 工学研究科, 助手 (50217139)
KITAMURA Tsugio Kyushu University, Department of Chemistry & Biochemistry, Graduate School of Engineering, Associate Prof., 工学研究科, 助教授 (00153122)
SUZUKAMO Gofu Sumitomo Chemical Industries, Ltd., Research Leader, 研究主幹
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| Project Period (FY) |
1997 – 2000
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| Keywords | Acetic acid from methane / Calcium chloride / Esterification / Cupric acetate / Palladium acetate / C-H bond activation / Aromatic compound / Olefin |
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| Research Abstract |
The following metal-catalyzed new synthetic reactions via C-H bond activation of hydrocarbons such as methane and aromatics have been discovered.
1. Acetic Acid Synthesis from Methane and CO
CaC1ィイD22ィエD2 and VO(acac)ィイD22ィエD2 have been found to catalyze the reaction of methane and CO leading to acetic acid in almost quantitatively.
2. Esterification of Methane
It has been found that Cu(OAc) ィイD22ィエD2 and heteropolyacids such as HィイD25ィエD2PVィイD22ィエD2MOィイD210ィエD2OィイD240ィエD2 convert methane and trifluoroacetic acid to methyl trifluoacetate in high yields.
3. Coupling of Aromatics to Olefins
The Pd(OAc) ィイD22ィエD2/benzoquinone/t-BouOOH/AcOH-ACィイD22ィエD2O system has been found to catalyze the controlling reaction of olefins and aromatics to give aromatics-substituted olefins in high yield.
4. Addition of Aromatics to Acetylenes
The Pd(OAc) ィイD22ィエD2/trifluoacetic acid system has been found to catalyze the addition of aromatics to C-C triple bonds to give aromatics-substituted olefins in high yields. This reaction also takes place intramolecularly to give heterocyclic compounds.
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