Synthesis of fullerene oxides containing both 6,6-closed epoxide and 5,6-open ether moieties through thermolysis of fullerene peroxides.
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.
Yao
Jiayao
J
Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
Yang
Dazhi
D
Xiao
Zuo
Z
Gan
Liangbing
L
Wang
Zheming
Z