<p>The facile preparation of a green zinc-based coordination polymer, Zn-PICA (Zn-poly-imidazole carboxylic acid), which promotes acceptorless dehydrogenative coupling (ADC) to synthesize the pharmaceutically and industrially significant benzimidazole derivatives with a wide substrate scope was herein reported. This novel, tandem/cathcade-type synthetic strategy exhibits high efficiency, atom and step economy towards an ADC reaction involving the condensation of o-phenylenediamine with an aryl alcohol or amine as the substrate to afford the benzimidazole derivatives in moderate to good yields and is found applicable to gram-scale synthesis. The coordination polymer catalyst (Zn-PICA) was characterized by FT-IR, SEM, TEM, EDS and XPS, followed by a proposed mechanism based on a series of control experiments. Finally, the recyclability of Zn-PICA catalytic system was examined and the catalyst was found to retain good activity within five cycles.</p> Graphical Abstract <p></p>

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A Zn-Based Coordination Polymer to Promote the Synthesis of Benzimidazole Derivatives Via Acceptorless Dehydrogenative Cross-Coupling Strategy

  • Anruo Mao,
  • Bin Pan,
  • Jiahao Li,
  • Ying Li,
  • Dawei Wang,
  • Zheng-Chao Duan

摘要

The facile preparation of a green zinc-based coordination polymer, Zn-PICA (Zn-poly-imidazole carboxylic acid), which promotes acceptorless dehydrogenative coupling (ADC) to synthesize the pharmaceutically and industrially significant benzimidazole derivatives with a wide substrate scope was herein reported. This novel, tandem/cathcade-type synthetic strategy exhibits high efficiency, atom and step economy towards an ADC reaction involving the condensation of o-phenylenediamine with an aryl alcohol or amine as the substrate to afford the benzimidazole derivatives in moderate to good yields and is found applicable to gram-scale synthesis. The coordination polymer catalyst (Zn-PICA) was characterized by FT-IR, SEM, TEM, EDS and XPS, followed by a proposed mechanism based on a series of control experiments. Finally, the recyclability of Zn-PICA catalytic system was examined and the catalyst was found to retain good activity within five cycles.

Graphical Abstract