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Published on: May 21, 2019
Regioselective Oxidation of Fused-Pentagon Chlorofullerenes
Zhen-Qiang Zhang1, Shu-Fen Chen1, Cong-Li Gao1
1Collaborative Innovation Center of Chemistry for Energy Materials, State Key Laboratory for Physical Chemistry of Solid Surfaces, and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, China.
Abstract:
Two monoxides of typical smaller chlorofullerenes, (#271)C50Cl10O and (#913)C56Cl10O, featured with double-fused-pentagons, were synthesized to demonstrate further regioselective functionalization of non-IPR (IPR = isolated pentagon rule) chlorofullerenes. Both non-IPR chlorofullerene oxides exhibit an epoxy structure at the ortho-site of fused pentagons. In terms of the geometrical analysis and theoretical calculations, the principles for regioselective epoxy oxidation of non-IPR chlorofullerenes are revealed to follow both "fused-pentagon ortho-site" and "olefinic bond" rules, which are valuable for prediction of oxidation of non-IPR chlorofullerenes.
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