2012 Fiscal Year Final Research Report
Development of Ubiquitous Metal-Catalyzed Novel Reactions and TheirApplication to the Synthesis of π-Conjugated Molecules
| Project/Area Number |
23750100
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | The University of Tokyo |
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Principal Investigator |
ILIES Laurean 東京大学, 大学院・理学系研究科, 助教 (40569951)
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| Project Period (FY) |
2011 – 2012
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| Keywords | 鉄触媒 / 銅触媒 / フェナントレン誘導体 / インデン誘導体 / 芳香族スルフォン酸クロリド |
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| Research Abstract |
We have developed several new synthetic methods that use ubiquitous, inexpensive, and non-toxic metals such as iron, cobalt, copper as the catalyst, and we exploited these methods for the synthesis of π-conjugated materials of interest for materials science. For example, we developed an iron-catalyzed C-H activation reaction for the synthesis of polysubstituted phenanthrenes, naphthalenes, and congeners, compounds of interest as p-type organic semiconductors. A related reactivity of cobalt was exploited for the alkylation of C-H bonds with alkyl chlorides or alkenes, of interest for the late-stage solubilization of π-conjugated materials or for morphology control in liquid crystals. We also exploited inexpensive, commercially available aromatic sulfonyl chlorides as chlorosulfonylation and arylation reagents in the presence of a copper catalyst to synthesize polysubstituted olefins and indene derivatives, some of them showing strong fluorescence in solution and solid state.
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