Synthesis of C60(O)3: An Open-Cage Fullerene with a Ketolactone Moiety on the Orifice

详细信息    查看全文

• 作者：Nana Xin ; Xiaobing Yang ; Zishuo Zhou ; Jianxin Zhang ; Showxin Zhang ; Liangbing Gan
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：February 1, 2013
• 年：2013
• 卷：78
• 期：3
• 页码：1157-1162
• 全文大小：418K
• 年卷期：v.78,no.3(February 1, 2013)
• ISSN：1520-6904

文摘

Four isomers are currently known for the trioxygenated fullerene derivative C₆₀(O)₃, three regioisomers with all of the oxygen addends as epoxy groups and the unstable ozonide isomer with a 1,2,3-trioxlane ring. Here we report the synthesis of an open-cage isomer for C₆₀(O)₃ with a ketolactone moiety embedded into the fullerene skeleton through a three-step procedure mediated by fullerene peroxide chemistry. Two fullerene skeleton carbon鈥揷arbon bonds are cleaved in the process. The open-cage derivative C₆₀(O)₃ can be converted back to C₆₀ through deoxygenation with PPh₃. Single crystal X-ray structure confirmed the open-cage structure.