Synthesis of Long-Sought C66 with Exohedral Stabilization

Previously reported fused‐pentagon fullerenes stabilized by exohedral derivatization do not share the same cage with those stabilized by endohedral encapsulation. Herein we report the crystallographic identification of #4348C66Cl10, which has the same cage as that of previously reported Sc2@C66. Acc...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2014-07, Vol.53 (30), p.7853-7855
Main Authors: Gao, Cong-Li, Li, Xiang, Tan, Yuan-Zhi, Wu, Xin-Zhou, Zhang, Qianyan, Xie, Su-Yuan, Huang, Rong-Bin
Format: Article
Language:English
Subjects:
fullerenes
isolated pentagon rule
liquid chromatography
strained molecules
X-ray diffraction
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Summary:Previously reported fused‐pentagon fullerenes stabilized by exohedral derivatization do not share the same cage with those stabilized by endohedral encapsulation. Herein we report the crystallographic identification of #4348C66Cl10, which has the same cage as that of previously reported Sc2@C66. According to the geometrical data of #4348C66Cl10, both strain relief (at the fused pentagons) and local aromaticity (on the remaining sp2‐hybrided carbon framework) contribute to the exohedral stabilization of this long‐sought 66 carbon atom cage. Captured at last! Elusive #4348C66 was stabilized exohedrally to give a fullerene derivative identified as #4348C66Cl10 by X‐ray single‐crystal diffraction (see picture). The isolation of this chlorofullerene supports the existence of #4348C66 in the carbon arc.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201402625