title: Pentagon-fused hollow fullerene in C78 family retrieved by chlorination.
abstract: C(78) is one of the most widely investigated higher fullerenes. Among its huge isomer family, only one non-IPR (IPR = isolated pentagon ring) cage, the C(2)-symmetric (#22010)C(78), was previously stabilized by endohedral derivatization. Here we report a new C(1)-symmetric non-IPR hollow isomer, (#23863)C(78), which was captured as (#23863)C(78)Cl(8) and then subjected to a regioselective substitution reaction with benzyl hydroperoxide to form (#23863)C(78)(OOCH(2)C(6)H(5))Cl(7). The structural connectivity of (#23863)C(78), which contains a pair of fused pentagons, was confirmed by single-crystal X-ray diffraction analysis of the (#23863)C(78)(OOCH(2)C(6)H(5))Cl(7) molecule, which shares the same fullerene core with (#23863)C(78)Cl(8); support for the structure is provided by comparable IR measurements and computation. Theoretical studies suggest that the differences in C-Cl bond length, intermediate stability, and steric effects of the involved molecules account for the chemical regioselectivity of the substitution reaction.
authors: State Key Laboratory for Physical Chemistry of Solid Surfaces and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
authors: Yuan-Zhi
authors: YZ
authors: Tan
authors: Jia
authors: J
authors: Li
authors: Ting
authors: T
authors: Zhou
authors: Yu-Qi
authors: YQ
authors: Feng
authors: Shui-Chao
authors: SC
authors: Lin
authors: Xin
authors: X
authors: Lu
authors: Zhuang-Ping
authors: ZP
authors: Zhan
authors: Su-Yuan
authors: SY
authors: Xie
authors: Rong-Bin
authors: RB
authors: Huang
authors: Lan-Sun
authors: LS
authors: Zheng
mesh_terms: D002712:Chlorides / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D008958:Models, Molecular; D016062:Porosity
chemical_list: D002712:Chlorides; D037741:Fullerenes