Encapsulation of Formaldehyde and Hydrogen Cyanide in an Open-Cage Fullerene

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• 作者：Dr. Chi-Shian Chen ; Ting-Shen Kuo and Dr. Wen-Yann Yeh
• 刊名：Chemistry - A European Journal
• 出版年：2016
• 出版时间：June 20, 2016
• 年：2016
• 卷：22
• 期：26
• 页码：8773-8776
• 全文大小：1395K
• ISSN：1521-3765

文摘

Reaction of C₆₃NO₂(Ph)₂(Py) (1) with o-phenylenediamine and pyridine produces a mixture of C₆₃H₄NO₂(Ph)₂(Py)(N₂C₆H₄) (2) and H₂O@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 H₂O@2 with hydrogen cyanide and formaldehyde in chlorobenzene affords HCN@2 and H₂CO@2, respectively. The ¹H 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.