Development of Five-membered Ring Forming Reactions by Control of Electronic States of Biradical

双自由基电子态控制五元环形成反应的发展

基本信息

项目摘要

Focusing on the possibility of controlling the electronic structures of biradical species, the investigator carried out a research on the [3+2] cycloaddition reaction to form five-membered rings. As the result, electronic control of the trimethylenemethane (TMM) and vinyl radical (VC) species has been achieved to generate new dipolar three-carbon, four-electron reactive species, and the reactions of these species with two-electron acceptors have been developed to realize new synthesis of five-membered ring compounds. The major achievements are summarized as follows.(1) Reactivity control of substituted TMM and VC species. By the use of the highly strained monocyclic rings, cyclopropene and methylenecyclopropane, the investigator performed kinetic studies on the TMM and VC formation reactions, and applied the results to the synthesis of cyclopentane and pyrollidine compounds. (2) Fullerene functionalization. TMM and VC have been found to react with fullerenes, and the results were applied for the studies various properties of water-soluble fullerenes including biological activities, monolayr formation, and synthesis of radioactive derivatives. (3) Ultrasound control of radical reactions. The ability of ultrasound irradiation for the control of radical reactions have been studied.
研究人员着重于控制Biradical物种的电子结构的可能性,对[3+2]环加成反应进行了研究,以形成五元的环。结果,已经实现了三甲基甲烷(TMM)和乙烯基自由基(VC)物种的电子控制,以产生新的偶极三碳,四电子反应性物种,并且这些物种与两电子受体的反应已开发出来,以意识到实现了五启动环复合物的新合成。 (1)取代TMM和VC物种的反应性控制。通过使用高度应变的单核环,环丙烯和甲基苯丙烷丙烷,研究者对TMM和VC形成反应进行了动力学研究,并将结果应用于环戊烷和吡咯烷化合物的合成。 (2)富勒烯功能化。已经发现TMM和VC与富勒烯反应,并将结果应用于研究的各种特性,包括生物活性,Monolayr形成以及放射性衍生物的合成。 (3)自由基反应的超声控制。已经研究了超声照射控制自由基反应的能力。

项目成果

期刊论文数量(18)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
S.Yamago: "A Concise Synthetic Route to Cyclopentenes by [3+2] Cycloaddition of Dipolar Trimethylenemethane to Acetylenes" Angew.Chem.34. 2154-2156 (1995)
S.Yamago:“通过[3 2]偶极三亚甲基甲烷与乙炔的环加成得到环戊烯的简明合成路线”Angew.Chem.34。
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E.Nakamura: "Synthetic Chemistry of Cyclopropenone Acetals. Penitricin and Buckminsterfullerene" Journal of Organic Chemistry, Japan. 52. 935-945 (1994)
E.Nakamura:“环丙烯酮缩醛的合成化学。青霉素和巴克敏斯特富勒烯”有机化学杂志,日本。
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S.Yamago: "Synthesis and [2+2] Cycloaddition of Dimethyleneketene Acetals. Reaction with C60 and Facile Hydrolysis of the CC Bond Conected to C60" J.Am.Chem.Soc.116. 1123-1124 (1994)
S.Yamago:“二亚甲基乙烯酮缩醛的合成和 [2 2] 环加成。与 C60 的反应以及与 C60 连接的 CC 键的容易水解”J.Am.Chem.Soc.116。
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H.Tokuyama: "Regioselective Generation and Stereoselective[1+2]Cycloaddition of Vinylcarbenes" Synlett. 589-591 (1993)
H.Tokuyama:“乙烯基卡宾的区域选择性生成和立体选择性[1 2]环加成”Synlett。
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S. Yamago: "A Concise Synthetic Route to Cyclopentenes by [3+2]Cycloaddition of Dipolar Trimethylenemethane to Acetylenes" Angew. Chem.34. 2154-2156 (1995)
S. Yamago:“通过偶极三亚甲基甲烷与乙炔的 [3 2]环加成反应生成环戊烯的简明合成路线”Angew。
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NAKAMURA Eiichi其他文献

Enhanced Nucleation in Thin Films of Organic Donor Materials on PEDOT:PSS
PEDOT:PSS 上有机供体材料薄膜中的增强成核
  • DOI:
  • 发表时间:
    2014
  • 期刊:
  • 影响因子:
    0
  • 作者:
    OKADA Satoshi;FURUKAWA Shunsuke;TANAKA Hideyuki;HARANO Koji;NAKAMURA Eiichi
  • 通讯作者:
    NAKAMURA Eiichi

NAKAMURA Eiichi的其他文献

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{{ truncateString('NAKAMURA Eiichi', 18)}}的其他基金

Synthesis and Nano-organization of Organic Semiconductors for Efficient Photo-electronic Conversion
用于高效光电转换的有机半导体的合成和纳米组织
  • 批准号:
    22000008
  • 财政年份:
    2010
  • 资助金额:
    $ 22.46万
  • 项目类别:
    Grant-in-Aid for Specially Promoted Research
Studies on Diversity and Synergy of Elements Directed toward Organic Synthesis
有机合成元素多样性及协同作用研究
  • 批准号:
    18105004
  • 财政年份:
    2006
  • 资助金额:
    $ 22.46万
  • 项目类别:
    Grant-in-Aid for Scientific Research (S)
BMP Signaling on Cartilage Repair Response in Full-thickness Articular Cartilage Defects
BMP 信号对全层关节软骨缺损软骨修复反应的影响
  • 批准号:
    12671425
  • 财政年份:
    2000
  • 资助金额:
    $ 22.46万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Highly reactive and selective olefin carbometalation
高反应性和选择性的烯烃碳金属化
  • 批准号:
    08454196
  • 财政年份:
    1996
  • 资助金额:
    $ 22.46万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Development of New Reactive Intermediates on the Basis of the Reactions of Functionalized Highly Strained Molecules
基于功能化高应变分子反应开发新型反应中间体
  • 批准号:
    63470013
  • 财政年份:
    1988
  • 资助金额:
    $ 22.46万
  • 项目类别:
    Grant-in-Aid for General Scientific Research (B)

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Approach to Biradical Chemistry utilizing Photoindeced Electron Transfer
利用光诱导电子转移的双自由基化学方法
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    12440173
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The syntheses and properties of the cycloadducts of p-benzoquinones with 1,3-dipoes
对苯醌与1,3-二聚物环加合物的合成及性质
  • 批准号:
    07455353
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    1995
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Structure-Reactivity Relationship for Organic Small Molecule-Metal Complexes
有机小分子-金属配合物的结构-反应性关系
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    05453138
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    1993
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Metallacyclobutanes and Trimethylenemethane Metal Complexes via Delocalized Dianions
通过离域二价阴离子形成金属环丁烷和三亚甲基甲烷金属配合物
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