Encapsulation of Formaldehyde and Hydrogen Cyanide in an Open‐Cage Fullerene |
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| Authors: | Dr Chi‐Shian Chen Ting‐Shen Kuo Dr Wen‐Yann Yeh |
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| Institution: | 1. Department of Chemistry, National Sun Yat-Sen University, Kaohsiung, Taiwan;2. Instrumentation Center, National Taiwan Normal University, Taipei, Taiwan |
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| Abstract: | 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. |
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| Keywords: | cage compounds fullerenes host– guest systems inclusion compounds structure elucidation |
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