Fullerenes as a tert-butylperoxy radical trap, metal catalyzed reaction of tert-butyl hydroperoxide with fullerenes, and formation of the first fullerene mixed peroxides C(60)(O)(OO(t)Bu)(4) and C(70)(OO(Bu)(10).
tert-Butylperoxy radicals generated by TBHP and Ru(PPh3)3Cl2 or other catalysts adds to C60 and C70 to form stable multiadducts, C60(O)(OOtBu)4 and C70(OOtBu)10. The four tert-butylperoxy groups in the C60 mixed peroxide are located around a pentagon, and the epoxy O occupies the remaining 6,6-bond connected to the same pentagon. The C70 decaadduct shows an unprecedented C2 symmetry with the 10 tert-butylperoxy groups added around the central part of C70 by consecutive 1,4-addition. The compounds are fully characterized by spectroscopic data.
Gan
Liangbing
L
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China. gan@chem.pku.edu.cn
Huang
Shaohua
S
Zhang
Xiang
X
Zhang
Aixin
A
Cheng
Bichu
B
Cheng
Hao
H
Li
Xiaolei
X
Shang
Gao
G
D037741:Fullerenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D018716:Molecular Mimicry; D010084:Oxidation-Reduction; D010545:Peroxides / Q000138:chemical synthesis*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D020122:tert-Butylhydroperoxide / Q000737:chemistry*
D037741:Fullerenes; D010545:Peroxides; D020122:tert-Butylhydroperoxide