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Revisiting Polyfluoroarenes as Radical Acceptors: Radical C–F Bond Borylation of Polyfluoroarenes with N‑Heterocyclic Carbene Boranes and Synthesis of Borane-Containing Liquid Crystals
journal contribution
posted on 2020-02-25, 16:35 authored by Kosuke Takahashi, Masaki Shimoi, Takashi Watanabe, Katsuhiro Maeda, Steven J. Geib, Dennis P. Curran, Tsuyoshi TaniguchiPolyfluoroarenes
work as good radical acceptors in the thermal
radical reaction with N-heterocyclic carbene boranes (NHC-boranes)
in the presence of di-tert-butyl peroxide. In this
reaction, a C–F bond of polyfluoroarenes is substituted with
an NHC-boryl group to provide B-aryl NHC-borane derivatives.
The developed synthetic method was applied to the synthesis of novel
borane-containing liquid crystalline molecules having highly thermal
stability.