期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 27, 页码 8364-8367出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b04426
关键词
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资金
- ERC
- EU
- EC [CNECT-ICT-604391]
- Center for Advancing Electronics Dresden
Total synthetic approaches of fullerenes are the holy grail for organic chemistry. So far, the main attempts have focused on the synthesis of the buckmin-sterfullerene C-60. In contrast, access to subunits of the homologue C-70 remains challenging. Here, we demonstrate an efficient bottom-up strategy toward a novel bowl-shaped polycyclic aromatic hydrocarbons (PAH) C34 with two pentagons. This PAH represents a subunit for C-70 and of other higher fullerenes. The bowl-shaped structure was unambiguously determined by X-ray crystallography. A bowl-to-bowl inversion for a C-70 fragment in solution was investigated by dynamic NMR analysis, showing a bowl-to-bowl inversion energy (Delta G double dagger) of 16.7 kcal mol(-1), which is further corroborated by DFT calculations.
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