Anthranoxides as Highly Reactive Arynophiles for the Synthesis of Triptycenes

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Abstract

We report herein an efficient method to synthesize triptycenes by the reaction of benzynes and anthranoxides, which are electron-rich and readily prepared from the corresponding anthrones. Using this method, 1,9-syn-substituted triptycenes were regioselectively obtained employing 3-methoxybenzynes. This method was also applied to synthesize pentiptycenes. A DFT study revealed that the cycloaddition of lithium anthranoxide and benzyne proceeds stepwise.

Original languageEnglish
Pages (from-to)8506-8510
Number of pages5
JournalChemistry - A European Journal
Volume26
Issue number39
DOIs
Publication statusPublished - Jul 14 2020

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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