Heterogeneously catalyzed selective synthesis of aromatic amines and aromatic azides from aryl halides using the same azide as the nitrogen source
| Project/Area Number |
24590015
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Gifu Pharmaceutical University |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2013: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2012: ¥3,380,000 (Direct Cost: ¥2,600,000、Indirect Cost: ¥780,000)
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| Keywords | 芳香族第一級アミン / 芳香族アジド / 不均一系触媒 / 銅 / 機能性物質 / 触媒・化学プロセス / 有機化学 / 合成化学 |
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| Outline of Final Research Achievements |
The selective synthetic methods for the preparation of aromatic azides and aromatic amines based on the kinds of heterogeneous copper catalysts were established. Copper catalysts supported on chelate resins bearing iminodiacetate moieties (DIAION CR11) or polyamine moieties (DIAION CR20) as chelating functional groups (12% Cu/CR11 and 7% Cu/CR20, respectively) were developed. 12% Cu/CR11 effectively catalyzed the cross-coupling reaction between various iodoarenes and sodium azide to generate the corresponding aryl azides in good yields, although it was very difficult to achieve by precedent methods using homogeneous copper catalysts due to the unexpected amine formations. On the other hand, use of 7% Cu/CR20 as the catalyst led to the selective formation of aromatic primary amines by the reductive amination of iodoarenes with sodium azide without any additives.
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Report
(4 results)
Research Products
(5 results)
