笼状富勒烯 C59NR5 和富勒烯衍生物 C60NAr5 吡啶环取代物的制备。
Preparation of Azafullerene C59NR5 and Fullerene Derivative C60NAr5 with a Pyridine Moiety on the Cage Skeleton.
机构信息
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871, China.
Key Laboratory of Theoretical and Computational Photochemistry Ministry of Education, College of Chemistry, Beijing Normal University , Beijing 100875, China.
出版信息
Org Lett. 2016 May 6;18(9):2236-9. doi: 10.1021/acs.orglett.6b00872. Epub 2016 Apr 19.
[60]Fullerene hexaadducts C60R5Cl (R = OMe or Ar) reacted with hydroxylamine to form C60R5(NHOH) with the hydroxylamino group attached on the central pentagon as in the starting material. Further reactions including treatment with PCl5 and basic alumina led to the insertion of the nitrogen atom into the fullerene cage skeleton and decarbonylation to form azafullerenes C59N(H)(OMe)4 and C59N(OMe)5. The fullerene derivatives C59N(CO)R5 and C60NAr5 with a pyridinone and a pyridine moiety on the cage skeleton, respectively, were also synthesized starting from the hydroxylamine adducts.
[60]富勒烯六加成物 C60R5Cl（R = OMe 或 Ar）与羟胺反应，形成 C60R5（NHOH），其中羟基氨基连接在中心五元环上，与起始原料相同。进一步的反应包括用 PCl5 和碱性氧化铝处理，导致氮原子插入富勒烯笼骨架中并脱羰形成氮杂富勒烯 C59N（H）（OMe）4 和 C59N（OMe）5。以羟胺加合物为起始原料，还合成了具有笼骨架上吡啶酮和吡啶部分的富勒烯衍生物 C59N（CO）R5 和 C60NAr5。
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