期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 12, 页码 4435-4442出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b13212
关键词
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资金
- Deutsche Forschungsgemeinschaft (DFG)
- state of Baden-Wurttemberg through bwHPC
- German Research Foundation (DFG) [INST 40/467-1 FUGG]
- DFG [SFB 1083]
Acenes comprise an important class of organic semiconducting materials. As graphene nanoribbons of ultimate width, they are valuable atom-precise model systems for studying the properties of this form of nanoscale carbon materials. Heptacene is the smallest member of the acene series that could only be studied under matrix isolation conditions. Its existence in bulk had never been positively confirmed, despite efforts dating back more than 70 years. We report that the reduction of 7,16-heptacenequinone produces a mixture of two diheptacene molecules. The diheptacenes undergo thermal cleavage to heptacene at high temperatures in the solid state. Monitoring this cycloreversion by solid state C-13 cross-polarized magic angle spinning NMR reveals that solid heptacene has a half-life time of several weeks at room temperature. The diheptacenes are valuable precursors for generating films of heptacene by vapor phase deposition that can be studied below or at room temperature.
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