Yao Jiayao, Yang Dazhi, Xiao Zuo, Gan Liangbing, Wang Zheming
Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
J Org Chem. 2009 May 1;74(9):3528-31. doi: 10.1021/jo9000977.
Thermolysis of the fullerene hexaadduct C(60)(OO(t)Bu)(6) results in cleavage of two O-O bonds and elimination of two tert-butoxy groups to form two isomeric products with the formula C(60)(O)(2)(OO(t)Bu)(4) in comparable yields. The two oxygen atoms exist as two epoxy groups in one isomer 3, and as an epoxy and an ether group in the other isomer 2. Addition of hydroxylamine to 2 opens both the epoxy and the ether moieties to give a cage-opened keto-ketoxime derivative.
富勒烯六加合物C(60)(OO(t)Bu)(6)的热解导致两个O - O键断裂并消除两个叔丁氧基,以相当的产率形成两种分子式为C(60)(O)(2)(OO(t)Bu)(4)的同分异构体产物。两个氧原子在一种异构体3中以两个环氧基形式存在,在另一种异构体2中以一个环氧基和一个醚基形式存在。向2中加入羟胺会打开环氧基和醚基部分,得到一个笼状开环的酮 - 酮肟衍生物。