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Magnetic nanostructure-anchored mixed-donor ligand system based on carboxamide and N-heterocyclic thiones: An efficient support of CuI catalyst for synthesis of imidazo[1,2-a]pyridines in eutectic medium
Applied Catalysis A: General ( IF 4.7 ) Pub Date : 2021-08-06 , DOI: 10.1016/j.apcata.2021.118306
Arefe Salamatmanesh 1 , Akbar Heydari 1
Affiliation  

A Cu-incorporated nanocatalyst has been developed by immobilizing copper iodide on a magnetically retrievable mixed-donor ligand system, containing carboxamide, imidazolidine-2-thione and imidazole-2-thione donor groups and characterized by various analysis techniques such as FT-IR, XRD, FE-SEM, EDX elemental mapping, TEM, ICP-OES, TGA, and VSM. The versatility of the synthesized nanocatalyst has been demonstrated for the one-pot synthesis of imidazo[1,2-a]pyridine derivatives via three-component reaction of 2-aminopyridines, aldehydes and alkynes using tetrabutyl ammonium bromide/glycerol (TBAB/glycerol) deep eutectic mixture as a sustainable medium. The nanocatalyst has exhibited high activity and stability under the reaction conditions with a negligible copper leaching, which can be due to the effective coordination interaction between the oxygen atom of carbonyl group as well as the sulfur atoms of thiocarbonyl groups in the supported ligand with copper iodide. The catalyst system can be readily recovered and successfully reused at least five times. Eco-friendly conditions, solvent recoverability, higher TON, wide functional group tolerance and lower E factor (0.2) are some other merits of the present work.



中文翻译:

基于羧酰胺和N-杂环硫酮的磁性纳米结构锚定混合供体配体系统:CuI催化剂在共晶介质中合成咪唑并[1,2-a]吡啶的有效载体

通过将碘化铜固定在磁性可回收的混合供体配体系统上开发了一种掺铜纳米催化剂,该系统包含羧酰胺、咪唑烷-2-硫酮和咪唑-2-硫酮供体基团,并通过各种分析技术(如 FT-IR、 XRD、FE-SEM、EDX 元素映射、TEM、ICP-OES、TGA 和 VSM。合成的纳米催化剂的通用性已被证实为一锅合成咪唑并[1,2] 吡啶衍生物通过 2-氨基吡啶、醛和炔烃的三组分反应使用四丁基溴化铵/甘油(TBAB/甘油)深共晶混合物作为可持续介质。纳米催化剂在铜浸出可忽略不计的反应条件下表现出高活性和稳定性,这可能是由于羰基氧原子与碘化铜负载配体中硫代羰基硫原子之间的有效配位相互作用。 . 催化剂系统可以很容易地回收并成功地重复使用至少五次。环境友好的条件、溶剂可回收性、较高的 TON、广泛的官能团耐受性和较低的 E 因子 (0.2) 是目前工作的其他一些优点。

更新日期:2021-08-19
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