1987 Fiscal Year Final Research Report Summary
Exploitation of New Catalytic System of Oxidation by Using Oxidation-active Flavin Mimics
| Project/Area Number |
61550627
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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 | Gunma University |
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Principal Investigator |
YANO Yumihiko Gunma University, Faculty of Engineering,, 工学部, 教授 (30008510)
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| Project Period (FY) |
1986 – 1987
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| Keywords | oxidation-active flavin model / N-hydroxylamine / oxoaminium ion / アルコール酸化 |
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| Research Abstract |
By studying the turnover catalytic system of alcohol oxidation by employing an oxidation-active flavin mimic(Benzo-dipteridine, BDP), the following results were obtained in the steps (a), (b) and (c).(1) The oxidation of alcohol by oxoamitium ion[step (a)] proceeds in orgatic solvents such as CH_2Cl_2 and t-BuOH.
(2) The oxidation of the N-hydroxylamine by BDP[step (b)] occurs in both organic and aqueous solvents. The pH-rate profile shows that the optimum pH would be larger than 7.
(3) The oxidation of BDPH^- by O_2[step (c)] is quite slow in the organic solvents, requiring proton source, while fast in aqueous and CH_2Cl_2-H_2O media.
When benzyl alcohol is used as the substrate in CH_2Cl_2 -H_2O(pH 8.9) in the presence of catalytic amounts of BDP and the N-OH, benzaldehyde is obtained in more than 5,000 % based on BDP, indicating that the catalytic cycle functions as expected.
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