2006 Fiscal Year Final Research Report Summary
Development of micelle-like catalyst for aqueous-media organic synthesis
| Project/Area Number |
17550147
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Environmental chemistry
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| Research Institution | The National Institute of Advanced Industrial Science and Technology (AIST) |
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Principal Investigator |
FUJITA Ken-ichi AIST, ISC, Senior Research Scientist, 環境化学技術研究部門, 主任研究員 (10242934)
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| Project Period (FY) |
2005 – 2006
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| Keywords | Diels-Alder reaction / Mannich reaction / Dendrimer / Lewis acid |
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| Research Abstract |
A series of dendritic ligands with a 2,2'-bipyridine core was synthesized through the coupling of 4,4'-dihydroxy-2,2'-bipyridine with poly(arylether) dendrons. The corresponding dendritic Cu(OTf)_2 catalysts were used for Diels-Alder and three-component condensation reactions. The dendritic Cu(OTf)_2-catalyzed Diels-Alder reaction proceeded smoothly, and these dendritic catalysts could be recycled without deactivation by reprecipitation. Three-component condensation reactions such as Mannich-type reactions also proceeded not only in dichloromethane but also in water. Furthermore, a positive dendritic effect on chemical yields was observed in both Diels-Alder reactions and aqueous-media three-component condensation reactions. It was found that the immobilization of Lewis acids on dendrimers at the core position is suitable for the design of water-compatible Lewis acid catalysts.
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