Chemistry - An Asian Journal
Chemistry - An Asian Journal
4 years ago

Synthesis of Pinpoint-Fluorinated Polycyclic Aromatic Hydrocarbons: Benzene Ring Extension Cycle Involving Microwave-Assisted SNAr Reaction

Synthesis of Pinpoint-Fluorinated Polycyclic Aromatic Hydrocarbons: Benzene Ring Extension Cycle Involving Microwave-Assisted SNAr Reaction
Hisanori Imaoka, Kohei Fuchibe, Junji Ichikawa
Lords of the Rings: Owing to the electronic and steric impacts of fluorine substituents, pinpoint-fluorinated polycyclic aromatic hydrocarbons (PAHs) are promising organic semiconductors that might result in printable organic electronic devices. In this study, the development of an aromatic ring extension cycle that allows transformation of fluoroarenes into extended fluoroarenes by one benzene ring per cycle is reported. The synthesis of pinpoint-fluorinated picene, having five benzene rings was successfully demonstrated by performing multiple cycles starting from commercially available 1-fluoronaphthalene. More information can be found in the Communication by Kohei Fuchibe, Hisanori Imaoka, and Junji Ichikawa (DOI:10.1002/asia.201700870).

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/asia.201701089

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