Synthesis of in situ immobilized iron oxide nanoparticles (Fe3O4) on microcrystalline cellulose: Ecofriendly and recyclable catalyst for Michael addition,Applied Organometallic Chemistry

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Synthesis of in situ immobilized iron oxide nanoparticles (Fe3O4) on microcrystalline cellulose: Ecofriendly and recyclable catalyst for Michael addition
Applied Organometallic Chemistry ( IF 3.7 ) Pub Date : 2021-09-21 , DOI: 10.1002/aoc.6455
Bhupender Kumar ₁ , Marri Sameer Reddy ₁ , Kartikey Dhar Dwivedi ₁ , Amarjeet Dahiya ₂ , J. Nagendra Babu ₂ , L. Raju Chowhan ₁

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Microcrystalline cellulose-immobilized Fe₃O₄ magnetic nanoparticles (Fe₃O₄@MCC) with iron loading 5%–20% are synthesized and characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), and thermogravimetric analysis (TGA). The synthesized nanocomposites were studied for their catalytic activity towards Michael addition reaction by employing 1,3-cyclohexadione/dimedone and styrylisoxazole in an aqueous ethanolic medium. The catalyst with 15% iron loading showed the highest efficiency with an excellent yield. Michael addition reaction is one of the most important reaction for the creation of a carbon–carbon bond and widely used in organic synthesis under mild condition. The prepared catalyst performed well in Michael addition reaction and afforded the product in excellent yield. The products were isolated by simple filtration without use of any chromatographic techniques. The scale-up experiment on 10-mmol scale proved the sustainability of the methodology. The catalyst was recycled, and the recovered catalyst data showed no considerable depreciation in catalytic activity even after 5 consecutive cycles. The advantages of this green and safe procedure include a simple reaction set-up, very mild reaction conditions, high yields, moderate reaction time, recyclable catalyst, and easy separation of the products without use of any tedious separation techniques.

中文翻译：

在微晶纤维素上原位固定化氧化铁纳米粒子 (Fe3O4) 的合成：用于迈克尔加成的环保和可回收催化剂

微晶纤维素固定化 Fe ₃ O ₄磁性纳米粒子（Fe ₃ O ₄合成了铁负载量为 5%–20% 的@MCC)，并通过扫描电子显微镜 (SEM)、X 射线衍射 (XRD) 和热重分析 (TGA) 对其进行了表征。通过在水性乙醇介质中使用 1,3-环己二酮/二甲酮和苯乙烯基异恶唑，研究了合成的纳米复合材料对迈克尔加成反应的催化活性。含铁量为 15% 的催化剂表现出最高的效率和优异的产率。迈克尔加成反应是产生碳-碳键的最重要的反应之一，在温和条件下广泛用于有机合成。制备的催化剂在迈克尔加成反应中表现良好，并以优异的收率提供了产物。产物通过简单过滤分离，不使用任何色谱技术。10 mmol规模的放大实验证明了该方法的可持续性。催化剂被循环使用，回收的催化剂数据显示即使连续 5 次循环后催化活性也没有显着下降。这种绿色安全工艺的优点包括反应装置简单、反应条件非常温和、收率高、反应时间适中、催化剂可回收、产物易于分离，无需使用任何繁琐的分离技术。

更新日期：2021-09-21

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