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Organic synthesis with fullerodendron as a photocatalysist

以富勒木作为光催化剂进行有机合成

基本信息

批准号：
18550035
负责人：
TSUBOI Sadao
金额：
$ 2.64万
依托单位：
Okayama University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2006
资助国家：
日本
起止时间：
2006 至 2007
项目状态：
已结题

项目摘要

In this project, the investigator synthesized fullerenc (O60) containing many functional groups, which will become a useful material and photocatalyst. It was applied for photooxidation , ene , and Dials-Alder reactions. And the final aim of the project is development of new organic reactions and its application for the synthesis of biologically active natural products. Fulleren is insoluble in organic solvents and water, In this project, the investigator synthesized fullerene being soluble in organic solvents and water , by connection with dendrimer which contains amino, hydroxyl, and carboxyl groups. Fullerodendron with amido and carboxyl gropus showed ability of production of singlet oxygen and it will be useful for the light dynamic therapy. For example, in the experiment using FILE in vitro , it reduced cancer cells under the irradiation of laser light In addition, the investigator synthesized fullerodendron possessing sugar parts at the end, by connection of anthracene with fullerne the investigator succeeded in the complexation of fullerodendron and calcium carbonate, and in the new development of heterogeneous catalysis. This catalyst promoted the photo dimerization of anthracene dendrimer. The surface of sugar containing fullerodendron consists of optically active parts, so it might be useful for the asymmetric synthesis. This fullerodendron-calcium carbonate complex could act as a good catalyst of photooxidation reaction by singlet oxygen. For example, hydroxy unsaturated lactones from furan carboxylic acids, hydroperoxides from various olefins, and sulfoxides from sulfides were prepared in good yields by using this catalyst.

在这个项目中，研究者合成了含有许多官能团的富勒烯（O60），它将成为一种有用的材料和光催化剂。应用于光氧化、烯和Dials-Alder反应。该项目的最终目标是开发新的有机反应并将其应用于合成具有生物活性的天然产物。富勒烯不溶于有机溶剂和水，在本项目中，研究者通过与含有氨基、羟基和羧基的树状聚合物连接，合成了可溶于有机溶剂和水的富勒烯。具有氨基和羧基基团的富勒树突具有单线态氧的合成能力，可用于光动力治疗。例如，在体外使用FILE的实验中，它在激光照射下减少了癌细胞。此外，研究者最后合成了具有糖部分的富勒烯，通过蒽与富勒烯的连接，研究者成功地将富勒烯与碳酸钙络合，并在多相催化方面取得了新的进展。该催化剂促进了蒽树状大分子的光二聚化。含糖毛竹的表面含有光学活性成分，可用于不对称合成。该络合物可作为单线态氧光氧化反应的良好催化剂。如呋喃羧酸制得羟基不饱和内酯，各种烯烃制得氢过氧化物，硫化物制得亚砜等。