Transient-Ligand-Enabled ortho-Arylation of Five-Membered Heterocycles: Facile Access to Mechanochromic Materials

Bijin Li, Kapileswar Seth, Ben Niu, Lei Pan, Huiwen Yang, Haibo Ge

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

Reported herein is the first example of a direct arylation of heteroarenes by a transient-ligand-directed strategy without the need to construct and deconstruct the directing group. A wide range of heteroarenes undergoes the coupling with diverse aryl iodides to assemble a large library of highly selective and functionalized 3-arylthiophene-2-carbaldehydes. This route provides an opportunity to rapidly access new mechanofluorochromic materials. Moreover, a novel strategy for mechanochromic luminogens with chromism trends of red- and blue-shifts has been disclosed for the first time by facile functional-group modifications to a common structural core.

Original languageEnglish
Pages (from-to)3401-3405
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number13
DOIs
StatePublished - Mar 19 2018

Keywords

  • C−H activation
  • heterocycles
  • luminescence
  • mechanofluorochromism
  • palladium

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