An Open-Cage Fullerene That Mimics the C60H10 (5,5)-Carbon Nanotube Endcap to Host Acetylene and Hydrogen Cyanide Molecules
An Open-Cage Fullerene That Mimics the C60H10 (5,5)-Carbon Nanotube Endcap to Host Acetylene and Hydrogen Cyanide Molecules
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DOI：
10.1002/chem.201604114
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发表时间：
2016-11-01
影响因子：
4.3
通讯作者：
Yeh, Wen-Yann
中科院分区：
文献类型：
--
作者：
Chen, Chi-Shian;Yeh, Wen-Yann
开笼富勒烯C63 H4 NO2（Ph）（2）（Py）（N2 C6 H4）（1）在150 ℃下用甲醇处理，会发生膨胀反应，得到C69 H8 NO（CO2 Me）（Ph）（Py）（N2 C6 H4）（2）。从C-60到分离的2的总产率为6.1%（四步）。化合物2包含一个24元椭圆形孔，其沿长轴沿着跨越8.45埃，沿短轴沿着跨越6.37埃。2的骨架类似于假设的C60 H10（5，5）-碳纳米管端帽。2的杯状结构能够包括水、氰化氢和乙炔，分别形成H2O@2、HCN@2和C2H2@2。用X射线晶体学方法测定了H_2O_2和HCN_2的分子结构。HNMR-H-1谱表明，由于富勒烯笼的强屏蔽作用，内包物种的高场位移分别为-10.30（H_2O），-2.74和-14.26（C_2H_2），和-1.22ppm（HCN）.
Treatment of the open-cage fullerene C63H4NO2(Ph)(2)(Py)(N2C6H4) (1) with methanol at 150 degrees C results in an orifice-enlargement reaction to give C69H8NO(CO2Me)(Ph)(Py)(N2C6H4) (2). The overall yield from C-60 to isolated 2 is 6.1% (four steps). Compound 2 contains a 24-membered elliptic orifice that spans 8.45 angstrom along the major axis and 6.37 angstrom along the minor axis. The skeleton of 2 resembles the hypothetic C60H10 (5,5)-carbon nanotube endcap. The cup-shaped structure of 2 is able to include water, hydrogen cyanide, and acetylene, forming H2O@2, HCN@2, and C2H2@2, respectively. The molecular structures of H2O@2 and HCN@2 have been determined by X-ray crystallography. The (HNMR)-H-1 spectra reveal substantial upfield shifts for the endohedral species, such as =-10.30 (for H2O), -2.74 and -14.26 (for C2H2), and -1.22ppm (for HCN), owing to the strong shielding effects of the fullerene cage.