Bowl-Shaped Fragments of C70 or Higher Fullerenes: Synthesis, Structural Analysis, and Inversion Dynamics


  • Metal-Catalyzed Reactions of Alkynes. Part XIII. This work was supported by the National Science Council of Taiwan (NSC 101-2628-M-006-002-MY3 and NSC 99-2113-M-260-007-MY3). We also thank Prof. S.-L. Wang and P.-L. Chen (National Tsing Hua University, Taiwan) for the X-ray structure analyses, and the National Center for High-Performance Computing for providing computational resources. The authors are indebted to Prof. J. Siegel (University of Zurich, Switzerland) for his useful suggestions.


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Super bowl: Fragments of C70 or higher fullerenes were easily prepared from 1,8-bis(arylethynyl)naphthalenes. The curved structures were identified by X-ray crystallography. These rigid bowl-shaped molecules have a deep bowl depth (approximately 2.30 Å) and their bowl inversions proceed via an S-shaped transition structure with a very high inversion barrier (approximately 80 kcal mol−1).