Green approach to Ullmann and Sonogashira cross-coupling reactions in water: Co-MOF as a robust and recyclable nanostructure

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Organometallic Chemistry Pub Date : 2025-02-07 DOI:10.1016/j.jorganchem.2025.123563
Norah Algethami , Marwea Al-hedrewy , Dharmesh Sur , Suhas Ballal , Manal Morad Karim , Abhayveer Singh , S. Sunitha , Rajashree Panigrahi
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Abstract

This work focuses on developing a novel metal-organic framework (MOF) and its application as a catalyst for carbon-oxygen and carbon-carbon bond formation. The catalytic transformation of aromatic halides is particularly challenging and holds significant importance in modern organic synthesis. Cross-coupling reactions that create carbon-heteroatom linkages are highly valued due to their widespread use in synthesizing of bioactive compounds and natural products. Consequently, the search for improved heterogeneous catalytic systems remains a key research priority. In this study, a cobalt-based MOF was synthesized using 4-amino-3-hydroxybenzoic acid, terephthalaldehyde, and cobalt acetate. This stable, efficient metal organic framework was characterized via FT-IR, TGA, CHNO, TEM, ICP, FE-SEM and BET techniques. Comprehensive characterization confirmed its structure and catalytic potential for cross-coupling reactions. The developed protocol offers an efficient and straightforward approach for C–O and CC bond formation, delivering excellent product yields. This method was specifically applied to Ullmann and Sonogashira reactions, marking the first reported use of Co-MOF as nanostructure in such applications. The use of cobalt as a replacement for expensive palladium not only reduces costs but also significantly enhances the sustainability and accessibility of this process. Compared to existing methods, this strategy offers several advantages, including high efficiency, short reactions, catalyst stability, and minimal environmental impact. Additionally, the cobalt-MOF catalyst is easily recovered from reaction mixtures and retains its activity over multiple cycles, making it economical and environmentally friendly.

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在水中进行乌尔曼和索诺伽希拉交叉偶联反应的绿色方法:作为一种坚固且可回收的纳米结构的 Co-MOF
本工作的重点是开发一种新型金属有机框架(MOF)及其作为碳氧和碳碳键形成催化剂的应用。芳香族卤化物的催化转化在现代有机合成中具有挑战性和重要意义。产生碳杂原子键的交叉偶联反应因其在合成生物活性化合物和天然产物中的广泛应用而受到高度重视。因此,寻找改进的多相催化系统仍然是一个关键的研究重点。本研究以4-氨基-3-羟基苯甲酸、对苯二甲酸和醋酸钴为原料合成了钴基MOF。通过FT-IR、TGA、CHNO、TEM、ICP、FE-SEM和BET等技术对该稳定高效的金属有机骨架进行了表征。综合表征证实了其结构和交叉偶联反应的催化潜力。开发的协议为C-O和CC键形成提供了一种有效和直接的方法,提供了优异的产品收率。该方法专门应用于Ullmann和Sonogashira反应,标志着Co-MOF作为纳米结构在此类应用中的首次报道。使用钴作为昂贵的钯的替代品不仅降低了成本,而且显著提高了该工艺的可持续性和可及性。与现有方法相比,该方法具有效率高、反应时间短、催化剂稳定性好、对环境影响小等优点。此外,钴- mof催化剂很容易从反应混合物中回收,并在多次循环中保持其活性,使其经济环保。
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来源期刊
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
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