Recyclable nano-CuI immobilized on UiO-66-NH2 coated with porous sodium alginate-polysulfonamide for synthesis of phenols

IF 6.5 Q1 CHEMISTRY, APPLIED Carbohydrate Polymer Technologies and Applications Pub Date : 2025-03-01 Epub Date: 2025-01-09 DOI:10.1016/j.carpta.2025.100665
Samaneh Koosha , Ramin Ghorbani-Vaghei , Sedigheh Alavinia
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Abstract

Buchwald-Hartwig reaction for phenol synthesis is an important tool in organic chemistry, offering a reliable and versatile method for constructing aryl ether linkages, which are prevalent in many natural products, pharmaceuticals, and advanced materials. This research presented a recyclable environmentally-friendly catalyst for the synthesis of phenols from the reaction of aryl halides and sodium hydroxide. For this purpose, we synthesized porous functionalized sodium alginate based polymer (porous sodium alginate-polysulfonamide, SA-PS) immobilized on the surface of UiO-66-NH2 (UiO-66-NH2@SA-PS). Finally, copper iodide nanoparticles were then introduced, resulting in the formation of UiO-66-NH2-supported porous sodium alginate-polysulfonamide-copper iodide nanocatalyst (UiO-66-NH2@SA-PS/CuI). Successful functionalizations were confirmed through FT-IR and XRD analyses. FESEM images revealed spherical sodium alginate particles and TEM analysis indicated a core-shell structure. ICP data confirmed the anchoring of 0.67 mol% of copper iodide. The nanocatalyst UiO-66-NH2@SA-PS/CuI demonstrated exceptional performance in Buchwald-Hartwig reaction, facilitating high product yields in the cross-coupling of various aryl halides, and sodium hydroxide under mild conditions. Furthermore, the catalyst displayed the ability to be reused up to six times without significantly reducing productivity, proving its environmental friendliness and sustainability in promoting the creation of CO bonds in organic synthesis. This versatile nanocatalyst holds promising for efficient and economically viable catalysis in diverse chemical applications.

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多孔海藻酸钠-聚磺胺包被UiO-66-NH2固定化纳米cui合成酚类化合物
苯酚合成中的Buchwald-Hartwig反应是有机化学中的一个重要工具,它为构建芳醚键提供了一种可靠的、通用的方法,这种方法普遍存在于许多天然产物、药物和先进材料中。研究了一种可循环利用的环境友好型催化剂,用于芳烃卤化物与氢氧化钠反应合成酚类化合物。为此,我们合成了多孔功能化海藻酸钠基聚合物(多孔海藻酸钠-聚磺酰胺,SA-PS),固定化在uuo -66- nh2表面(UiO-66-NH2@SA-PS)。最后,引入碘化铜纳米颗粒,形成uio -66- nh2负载的多孔海藻酸钠-聚磺胺-碘化铜纳米催化剂(UiO-66-NH2@SA-PS/CuI)。通过FT-IR和XRD分析证实了功能化的成功。FESEM图像显示为球形海藻酸钠颗粒,TEM分析显示为核-壳结构。ICP数据证实锚定了0.67 mol%的碘化铜。纳米催化剂UiO-66-NH2@SA-PS/CuI在Buchwald-Hartwig反应中表现出优异的性能,在温和的条件下促进了各种芳基卤化物和氢氧化钠的交联反应。此外,该催化剂显示出可重复使用多达六次而不会显著降低生产率的能力,证明了其在促进有机合成中CO键产生方面的环境友好性和可持续性。这种多功能纳米催化剂在各种化学应用中具有高效和经济可行的催化作用。
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