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可持续配位聚合物催化剂及其在温和条件下的硝基芳烃加氢反应中的应用。

Sustainable Coordination Polymer-Based Catalyst and Its Application in the Nitroaromatic Hydrogenation under Mild Conditions.

机构信息

Faculty of Chemistry, Kharazmi University, Tehran 15719-14911, Iran.

Research Institute of Green Chemistry, Kharazmi University, Tehran 15719-14911, Iran.

出版信息

Langmuir. 2022 Jul 19;38(28):8686-8695. doi: 10.1021/acs.langmuir.2c01208. Epub 2022 Jul 8.

DOI:10.1021/acs.langmuir.2c01208
PMID:35802934
Abstract

Nitroarene reduction has played a crucial role in the environment remediation and public health. However, few research studies have been undertaken regarding the use of infinite coordination polymer-based catalysts in this process. Herein, we are looking for a way to catalyze the reduction of nitroarenes using a new and well-designed coordination polymer-based palladium catalyst. The Co-BDC-NH coordination polymer was prepared through a co-precipitation reaction between 2-amino-1,4-benzenedicarboxylic acid as a linker and the cobalt cation as a node. Functionalization of the prepared Co-BDC-NH with 2-pyridinecarboxaldehyde and subsequent metallation with a Pd cation led to the formation of the final catalyst, i.e., Co-BDC-NH-py-Pd. It has been specified that palladium species substantially contribute to the reduction of nitroarenes in the presence of hydrazine hydrate (NH·HO). The highest conversion (100%) of nitroarenes to the corresponding amines was achieved under relatively mild conditions. This heterogeneous catalyst was able to catalyze the reduction of nitroarenes to desired products without changing other substituents. The reusability and stability of the catalyst were confirmed through four consecutive reduction tests without a major decrease in catalytic activity.

摘要

硝芳烃还原在环境修复和公共卫生方面发挥了至关重要的作用。然而,在这个过程中,使用无限配位聚合物基催化剂的研究很少。在此,我们正在寻找一种使用新设计的基于配位聚合物的钯催化剂来催化硝芳烃还原的方法。Co-BDC-NH 配位聚合物是通过 2-氨基-1,4-苯二甲酸作为连接体和钴阳离子作为节点之间的共沉淀反应制备的。用 2-吡啶甲醛对制备的 Co-BDC-NH 进行功能化,然后用 Pd 阳离子进行金属化,形成最终的催化剂,即 Co-BDC-NH-py-Pd。已经指出,在水合肼 (NH·HO) 的存在下,钯物种对硝芳烃的还原有很大的贡献。在相对温和的条件下,硝芳烃的最高转化率(100%)达到了相应的胺。这种多相催化剂能够催化硝芳烃还原为所需产物,而不会改变其他取代基。通过四次连续的还原测试,催化剂的可重复使用性和稳定性得到了证实,催化活性没有明显下降。

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