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- Title
Encapsulation of Formaldehyde and Hydrogen Cyanide in an Open-Cage Fullerene.
- Authors
Chen, Chi ‐ Shian; Kuo, Ting ‐ Shen; Yeh, Wen ‐ Yann
- 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.
- Subjects
FORMALDEHYDE; HYDROCYANIC acid; FULLERENES; ENCAPSULATION (Catalysis); CHEMICAL research
- Publication
Chemistry - A European Journal, 2016, Vol 22, Issue 26, p8773
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201601737