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<p></p><p>The study was aimed on elucidation of the applicability of Pd(II) coordination polymer [Pd(2-Pymo)<sub>2</sub>]<sub>n</sub> (where 2-Pymo<sup>–</sup> is 2-hydroxypyrimidine anion) as catalyst for C–C coupling of heterocyclic compounds. It was shown that [Pd(2-Pymo)<sub>2</sub>]<sub>n</sub> catalyzes C–C coupling of isomeric bromopyridines and arylboronic acids with up to 70% yield at 1 mol % Pd loading, affording the respective phenylpyridines. Coupling of 3-pyridineboronic acid and bromobenzene in presence of [Pd(2-Pymo)<sub>2</sub>]<sub>n</sub> gave 3-phenylpyridine with 75% yield at 3 mol % Pd loading. At the same time, the method was not suitable for C–C coupling reactions, involving pyrazoles (both bromopyrazole and pyrazoleboronic acids) and 2-bromopyrimidine. The reaction of phenylboronic acid and 3-bromopyridine proceeded with an induction period, presumably required for <i>in situ</i> formation of ultrafine Pd nanoparticles, responsible for the catalytic activity of [Pd(2-Pymo)<sub>2</sub>]<sub>n</sub>. The advantage of the catalyst is low consumption of Pd, which is washed out from the surface of the coordination polymer particles, as well as low price of [Pd(2-Pymo)<sub>2</sub>]<sub>n</sub> compared to Pd complexes with phosphines. The solid catalyst may be easily separated after the reaction and reused or regenerated.</p>

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Synthesis of arylpyridines by Pd(II) coordination polymer catalyzed C–C coupling

  • 期刊论文

  • 发表日期：

    2026年5月13日

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  • Vyacheslav P. Pashkevych,
  • Vasiliy I. Yenya,
  • Ivan O. Kryvosheia,
  • Igor Ye. Kotenko,
  • Daryna V. Kustenko,
  • Konstantin S. Gavrilenko,
  • Sergey V. Kolotilov

摘要

The study was aimed on elucidation of the applicability of Pd(II) coordination polymer [Pd(2-Pymo)2]n (where 2-Pymo– is 2-hydroxypyrimidine anion) as catalyst for C–C coupling of heterocyclic compounds. It was shown that [Pd(2-Pymo)2]n catalyzes C–C coupling of isomeric bromopyridines and arylboronic acids with up to 70% yield at 1 mol % Pd loading, affording the respective phenylpyridines. Coupling of 3-pyridineboronic acid and bromobenzene in presence of [Pd(2-Pymo)2]n gave 3-phenylpyridine with 75% yield at 3 mol % Pd loading. At the same time, the method was not suitable for C–C coupling reactions, involving pyrazoles (both bromopyrazole and pyrazoleboronic acids) and 2-bromopyrimidine. The reaction of phenylboronic acid and 3-bromopyridine proceeded with an induction period, presumably required for in situ formation of ultrafine Pd nanoparticles, responsible for the catalytic activity of [Pd(2-Pymo)2]n. The advantage of the catalyst is low consumption of Pd, which is washed out from the surface of the coordination polymer particles, as well as low price of [Pd(2-Pymo)2]n compared to Pd complexes with phosphines. The solid catalyst may be easily separated after the reaction and reused or regenerated.