| Project/Area Number |
05650883
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Okayama University |
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Principal Investigator |
INOKUCHI Tsutomu Engineering.Bioengineering Science, Associate Professor, 工学部, 助教授 (50168473)
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| Co-Investigator(Kenkyū-buntansha) |
IZAWA Miyoko Engineering.Bioengineering Science, Instructor, 工学部, 教務員 (10243495)
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| Project Period (FY) |
1993 – 1994
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| Project Status |
Completed (Fiscal Year 1994)
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| Budget Amount *help |
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1994: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1993: ¥1,400,000 (Direct Cost: ¥1,400,000)
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| Keywords | Aerobic Oxidation / Catalytic Oxidation / Metal-Catalyzed Oxidation / Alcohol Oxidation / TEMPO / Baeyer-Villiger Oxidation / Oxyalkanal / Carboxylic Acid / ルテニウム錯体 / アルデヒド / α-オキシアルカナール |
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| Research Abstract |
(1) Baeyer-Villiger Type Oxidation in a Dioxygen-Arenecarbaldehyde-Metal Dioxide
Aerobic Baeyer-Villiger type reaction of cyclic ketones was achieved by using RuO_2, MnO_2, or other transition metal oxides as catalyst in the presence of arenecarbaldehyde, giving the corresponding lactones in good yields.
(2) Aerobic Oxidation of Primary Alcohols to Carboxylic Acids and Oxyalkanals in a Hybrid System of TEMPO and Ruthenium Complex
Primary alcohols were oxidized to the corresponding carboxylic acids through the aldehydes in an oxidizing system composed of 4-BzOTEMPO (0.1 equiv.), RuCl_2 (PPh_3) _3 as a catalyst, and molecular oxygen.Similar reaction of primary alcohols with 4-BzOTEMPO (2 equiv.) leads to concomitant oxidation and substitution, giving the corresponding alpha-oxygenated alkanals. The reaction of secondary alcohols terminates at the stage of oxidation of hydroxyl group, forming the ketones, selectively.
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