title: Rigid Tether Directed Regioselective Synthesis and Crystallographic Characterization of Labile 1,2,3,4-Bis(triazolino)[60]fullerene and Its Thermolized Derivatives.
abstract: Labile bis-triazoline adducts of C60 are supposed to be the precursors of bis-azafulleroids, but the formation mechanism is still unclear because of the incomplete isolation of the thermolized products and the lack of X-ray structures. A rigid-tethered reagent 1,2-bis(azidomethyl)benzene (1) was used to regioselectively synthesize the labile 1,2,3,4-bis(triazolino)[60]-fullerene (2), the structure of which was determined by single-crystal X-ray crystallography. Further thermolysis of 2 produces four products (3 a-3 d), which were all characterized by X-ray crystallography. Although 3 a and 3 b have traditional bis-azafulleroid structures, as proposed previously, 3 c and 3 d show unprecedented structures with either the coexistence of [5,6]-open and [6,6]-closed patterns or an oxidized structure with an 11-membered ring on the cage. A thermolysis mechanism is proposed to clarify long-term confusion about the transformation process from bis-triazoline adducts to bis-azafulleroids of C60 .
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China.|Department of Materials Physics, School of Physics and Mechanical & Electronical Engineering, Hubei University of Education, 129 Gaoxin 2nd Rd, Wuhan Hi-Tech Zone, Wuhan, 430205, P.R. China.
authors: Muqing
authors: M
authors: Chen
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China.
authors: Lipiao
authors: L
authors: Bao
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China.
authors: Ping
authors: P
authors: Peng
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China.
authors: Shushu
authors: S
authors: Zheng
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China.
authors: Yunpeng
authors: Y
authors: Xie
authors: State Key Laboratory of Materials Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, 430074, P.R. China. lux@hust.edu.cn.
authors: Xing
authors: 0000-0003-2741-8733
authors: X
authors: Lu
keywords: azides; bis-azafulleroids; bis-triazoline; fullerenes; structure elucidation