Chen Chi-Shian, Kuo Ting-Shen, Yeh Wen-Yann
Department of Chemistry, National Sun Yat-Sen University, Kaohsiung, 804, Taiwan.
Instrumentation Center, National Taiwan Normal University, Taipei, 106, Taiwan.
Chemistry. 2016 Jun 20;22(26):8773-6. doi: 10.1002/chem.201601737. Epub 2016 May 12.
Reaction of C63 NO2 (Ph)2 (Py) (1) with o-phenylenediamine and pyridine produces a mixture of C63 H4 NO2 (Ph)2 (Py)(N2 C6 H4 ) (2) and H2 O@2. Compound 2 is a new open-cage fullerene containing a 20-membered heterocyclic orifice, which has been fully characterized by NMR spectroscopy, high-resolution mass spectrometry, and X-ray crystallography. The elliptical orifice of 2 spans 7.45 Å along the major axis and 5.62 Å along the minor axis, which is large enough to trap water and small organic molecules. Thus, heating a mixture of 2 and H2 O@2 with hydrogen cyanide and formaldehyde in chlorobenzene affords HCN@2 and H2 CO@2, respectively. The (1) H NMR spectroscopy reveals substantial upfield shifts for the endohedral species (δ=-1.30 to -11.30 ppm), owing to the strong shielding effect of the fullerene cage.
C63 NO2 (Ph)2 (Py)（1）与邻苯二胺和吡啶反应生成C63 H4 NO2 (Ph)2 (Py)(N2 C6 H4 )（2）和H2 O@2的混合物。化合物2是一种新型的开孔富勒烯，含有一个20元杂环孔口，已通过核磁共振光谱、高分辨率质谱和X射线晶体学进行了全面表征。2的椭圆形孔口沿长轴跨度为7.45 Å，沿短轴跨度为5.62 Å，足以捕获水和小有机分子。因此，在氯苯中将2和H2 O@2的混合物与氰化氢和甲醛加热，分别得到HCN@2和H2 CO@2。1H核磁共振光谱显示，由于富勒烯笼的强屏蔽效应，内包物的信号发生了显著的高场位移（δ = -1.30至-11.30 ppm）。
