Synthesis of heterocycle-linked [60]fullerene derivatives by heterocyclic o-quinodimethane Diels-Alder reaction and self-sensitized photooxygenation of the cycloadducts
作者:Masatomi Ohno、Naoya Koide、Haruhiko Sato、Shoji Eguchi
DOI:10.1016/s0040-4020(97)00600-5
日期:1997.7
[60]Fullerene underwent [4+2]cycloaddition reaction smoothly with heteroaromatic analogs of o-quinodimethanes including furan, thiophene, oxazole, thiazole, indole and quinoxaline to give the corresponding heterocycle-linked [60]fullerenes. Among them, the furan and oxazole derivatives were prepared with all equipments covered with an aluminum foil, because of lability to oxygen under exposure to room
[60]富勒烯与邻呋喃二甲烷的杂芳族类似物(包括呋喃,噻吩,恶唑,噻唑,吲哚和喹喔啉)顺利进行[4 + 2]环加成反应,得到相应的杂环连接的[60]富勒烯。其中,呋喃和恶唑衍生物是在所有设备都覆盖有铝箔的情况下制备的,这是因为暴露于室内和日光下不易产生氧气。预期的自敏光氧合在甲醇分解和水解后,由前者提供环氧-γ-内酯,由后者提供二酯。