Abstract <p>1,3-Diaryl-7-chloroimidazo[4,5-<i>b</i>]pyridinium salts were readily prepared via chlorination of their 7-hydroxy precursors with POCl<sub>3</sub>. Their utility as platforms for the synthesis of various decorated imidazo[4,5-<i>b</i>]pyridinium salts via nucleophilic substitution of the chlorine atom was demonstrated in the reaction with thiols. The obtained chloro- and sulfanyl-substituted compounds were employed as <i>N</i>-heterocyclic carbene (NHC) precursors for the preparation of novel M/NHC (M = Pd, Cu) complexes via C<sup>2</sup>–H bond metallation.</p>

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1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium Salts As Precursors for the Preparation of Decorated NHCs and M/NHCs

  • Maxim A. Shevchenko,
  • Konstantin E. Shepelenko,
  • Alexei Yu. Malakhov,
  • Mikhail E. Minyaev,
  • Victor M. Chernyshev

摘要

Abstract

1,3-Diaryl-7-chloroimidazo[4,5-b]pyridinium salts were readily prepared via chlorination of their 7-hydroxy precursors with POCl3. Their utility as platforms for the synthesis of various decorated imidazo[4,5-b]pyridinium salts via nucleophilic substitution of the chlorine atom was demonstrated in the reaction with thiols. The obtained chloro- and sulfanyl-substituted compounds were employed as N-heterocyclic carbene (NHC) precursors for the preparation of novel M/NHC (M = Pd, Cu) complexes via C2–H bond metallation.