Tethered Bisadducts of C60 and C70 with Addends on a Common Hexagonal Face and a 12-Membered Hole in the Fullerene Cage

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• 作者：Maira R. Cer贸n ; Marta Izquierdo ; Amineh Aghabali ; Juan A. Valdez ; Kamran B. Ghiassi ; Marilyn M. Olmstead ; Alan L. Balch ; Fred Wudl ; Luis Echegoyen
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：June 17, 2015
• 年：2015
• 卷：137
• 期：23
• 页码：7502-7508
• 全文大小：535K
• ISSN：1520-5126

文摘

The regioselective synthesis of easily isolable pure bismethano derivatives of C₆₀ and C₇₀ with high steric congestion is described using 1,3-dibenzoylpropane bis-p-toluenesulfonyl hydrazone as the addend precursor. When the addition occurs at two [6,6] ring junctions within the same hexagon, bisadducts with mirror symmetry are obtained for both C₆₀ and C₇₀. When the addition occurs at two [5,6] ring junctions in C₆₀, a symmetrical adduct is formed, which readily undergoes photo-oxygenation and ring opening to yield a fullerene with a hole in the cage. In this work, we also propose a simple and general system to name all of the possible [6,6] bisadduct isomers on C₇₀.