IF 7.5 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
ChemSusChem Pub Date : 2024-12-09 DOI:10.1002/cssc.202402141
José Luis Del Río-Rodríguez, Silvia Gutiérrez-Tarriño, Lidia E Chinchilla, Juan Pedro Holgado, Ignacio J Villar-García, Virginia Pérez-Dieste, Jose J Calvino, Pascual Oña-Burgos
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引用次数: 0

摘要

随着可持续化学的发展,旨在最大限度地降低环境影响和提高效率的绿色方法取得了重大进展。本文首次报道了在水介质中使用非贵金属催化剂,通过邻二硝基苯烯与醛的还原偶联直接合成苯并咪唑。这项研究表明,在合成支持性杂原子掺杂 Co 纳米粒子的过程中,氮配体和磷配体的结合对于获得所需的苯并咪唑至关重要。以水为溶剂,氢气为还原剂,在温和的反应条件下还原二硝基烯烃,该工艺的转化率> 99%,化学选择性> 99%,稳定性> 99%。我们使用 HRTEM、HAADF-STEM、XEDS、EELS 和 NAP-XPS 等多种先进技术对催化剂的稳定性进行了研究。事实上,我们已经证明,引入 N 和 P 掺杂剂可以防止金属浸出和钴纳米颗粒烧结。最后,为了探索催化的一般性能,我们评估了多种取代的二硝基烯烃和苯甲醛,得到了具有竞争力和可扩展性的苯并咪唑,包括 MBIB(收率 94%),它具有良好的生物特性和细胞毒性活性,可对抗多种癌症。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Multifunctional Heterogeneous Cobalt Catalyst for the One-Pot Synthesis of Benzimidazoles by Reductive Coupling of Dinitroarenes with Aldehydes in Water.

The endeavor of sustainable chemistry has led to significant advancements in green methodologies aimed at minimizing environmental impact while maximizing efficiency. Herein, a straightforward synthesis of benzimidazoles by reductive coupling of o-dinitroarenes with aldehydes is reported for the first time in aqueous media while using a non-noble metal catalyst. This work demonstrates that the combination of nitrogen and phosphorous ligands in the synthesis of supported heteroatom-incorporated Co nanoparticles is crucial for obtaining the desired benzimidazoles. The process achieves >99 % conversion, >99 % chemoselectivity and stability for the reduction of dinitroarenes using water as the solvent and hydrogen as the reductant under mild reaction conditions. The robustness of the catalyst has been investigated using several advanced techniques such as HRTEM, HAADF-STEM, XEDS, EELS, and NAP-XPS. In fact, we have shown that the introduction of N and P dopants prevents metal leaching and the sintering of the cobalt nanoparticles. Finally, to explore the general catalytic performance, a wide range of substituted dinitroarenes and benzaldehydes were evaluated, yielding benzimidazoles with competitive and scalable results, including MBIB (94 % yield), which is a compound of pharmaceutical interest.

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来源期刊
ChemSusChem
ChemSusChem 化学-化学综合
CiteScore
15.80
自引率
4.80%
发文量
555
审稿时长
1.8 months
期刊介绍: ChemSusChem Impact Factor (2016): 7.226 Scope: Interdisciplinary journal Focuses on research at the interface of chemistry and sustainability Features the best research on sustainability and energy Areas Covered: Chemistry Materials Science Chemical Engineering Biotechnology
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