Organic synthesis with fullerodendron as a photocatalysist

在本项目中，研究人员合成了富勒烯(O60)，它含有许多官能团，将成为一种有用的材料和光催化剂。它被应用于光氧化、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，研究人员通过与含有氨基、羟基和羧基的树枝状大分子连接，合成了可溶于有机溶剂和水的富勒烯。含氨基和羧基的富勒杜鹃具有产生单线态氧的能力，可用于光动力疗法。例如，在利用FILE的体外实验中，它在激光照射下减少了癌细胞；此外，研究人员最终合成了含糖部分的富勒树，通过菲与富勒烯的连接，研究人员成功地实现了富勒树与碳酸钙的络合，并在多相催化的新进展中取得了成功。该催化剂促进了菲树枝状大分子的光二聚反应。含糖富勒杜鹃的表面含有光学活性成分，可能对不对称合成有一定的应用价值。这种富碳酸酯-碳酸钙络合物可以作为单线态氧光氧化反应的良好催化剂。例如，以呋喃甲酸为原料合成了羟基不饱和内酯，以各种烯烃为原料制备了过氧化氢化合物，以较高的产率从硫化物中制备了亚砜。

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.