Mohammadi Masoud, Mansouri Ghobad
Department of Chemistry, Faculty of Science, Ilam University, P.O. Box 69315-516 Ilam, Iran.
Department of Chemistry, Payame Noor Universtiy (PNU), P.O. Box19395-4697 Tehran, Iran.
Langmuir. 2024 Oct 29;40(43):22773-22786. doi: 10.1021/acs.langmuir.4c02783. Epub 2024 Oct 18.
In the present work, a novel Cu(II) complex containing 10-phenanthroline-5,6-dione (phen-dione) and acetylacetone (acac) was prepared via solid-phase synthesis on silica-modified hercynite magnetic nanoparticles (MNPs). The resulting structure underwent thorough structural analysis using diverse instrumental techniques. The catalytic potential of the synthesized Cu(II) complex was successfully demonstrated in the synthesis of 2-amino-3-cyano-4-chromenes. This was accomplished via a one-pot, three-component condensation reaction involving lawsone, malononitrile, and aromatic aldehydes in ethanol under reflux conditions, leading to remarkably high yields and product purity. Several advantages stem from this investigation. Notably, the use of ethanol as a sustainable and environmentally friendly solvent highlights the ecoconscious approach of this research. Moreover, the reaction conditions were mild and the separation process was straightforward, resulting in reduced byproducts as well as time and cost savings. Furthermore, the catalyst's stability and reusability were studied under optimal conditions, revealing excellent reversibility for up to five cycles without any significant loss of activity. This excellent performance underscores the potential of the Cu(II) complex for sustainable catalytic applications.
在本工作中,通过在二氧化硅改性的铁铝尖晶石磁性纳米颗粒(MNPs)上进行固相合成,制备了一种含有1,10-菲咯啉-5,6-二酮(菲咯啉二酮)和乙酰丙酮(acac)的新型铜(II)配合物。使用多种仪器技术对所得结构进行了全面的结构分析。合成的铜(II)配合物的催化潜力在2-氨基-3-氰基-4-色烯的合成中得到了成功证明。这是通过在乙醇中回流条件下,由劳森酮、丙二腈和芳香醛进行的一锅三组分缩合反应实现的,从而获得了极高的产率和产物纯度。这项研究有几个优点。值得注意的是,使用乙醇作为可持续且环境友好的溶剂突出了本研究的生态意识方法。此外,反应条件温和,分离过程简单,减少了副产物,节省了时间和成本。此外,在最佳条件下研究了催化剂的稳定性和可重复使用性,结果表明其具有出色的可逆性,可循环使用多达五次且活性没有任何显著损失。这种优异的性能突出了铜(II)配合物在可持续催化应用中的潜力。