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基于锆的多孔配位聚合物(PCP)担载有机催化配体:超声杂环合成的有前途的双催化中心。

Zirconium based porous coordination polymer (PCP) bearing organocatalytic ligand: A promising dual catalytic center for ultrasonic heterocycle synthesis.

机构信息

Organic and Nano Group (ONG), Department of Chemistry, Faculty of Science, University of Maragheh, PO Box 55181-83111, Maragheh, Iran.

Organic and Nano Group (ONG), Department of Chemistry, Faculty of Science, University of Maragheh, PO Box 55181-83111, Maragheh, Iran; International Center for Materials Nanoarchitectonics (MANA), National Institute for Materials Science, 1-1 Namiki, Tsukuba, Ibaraki 305-0044, Japan.

出版信息

Ultrason Sonochem. 2019 Nov;58:104653. doi: 10.1016/j.ultsonch.2019.104653. Epub 2019 Jun 21.

Abstract

Herein, the efficient role of ultrasonic irradiation both in synthesis of Zr based porous coordination polymer (Zr-PCP) nanoparticles and boosting its catalytic activity, towards the benzimidazoles synthesis is represented. We use an amine based ligand (amino-terephthalate) for PCP and we exhibit that it can have a synergistic catalytic activity. In this work, a unique nano-engineering of cooperative and synergistic catalytic activity of zirconium, as a Lewis acid, and aminophenylene, as an organocatalyst, in the synthesis of heterocycles is presented for the synthesis of benzimidazole from cascade reaction of phenylene diamine with aldehyde at ambient temperature. Zr and amine groups of the Zr-PCP are active catalytic sites which in combination with the ultrasonic irradiation leads to a high selectivity and rapid catalytic production of benzylimidazoles. N adsorption-desorption along with BJH analyses confirm the microporosity of the catalyst and recyclability shows that the catalyst is green and sustainable heterogeneous microporous catalyst.

摘要

本文介绍了超声波辐射在合成基于锆的多孔配位聚合物(Zr-PCP)纳米粒子以及提高其催化活性方面的有效作用,用于苯并咪唑的合成。我们使用基于胺的配体(氨基对苯二甲酸)用于 PCP,并表明它可以具有协同催化活性。在这项工作中,展示了锆作为路易斯酸和氨基亚苯基作为有机催化剂的协同催化活性的独特纳米工程,用于在环境温度下通过苯二胺与醛的级联反应合成苯并咪唑。Zr-PCP 的锆和胺基团是活性催化位点,与超声波辐射结合使用可实现高选择性和快速催化生成苯并咪唑。N2 吸附-解吸以及 BJH 分析证实了催化剂的微孔性,可回收性表明该催化剂是绿色可持续的多相微孔催化剂。

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