Magnetic Ru catalyst in Heck, Suzuki, and Sonagashira C–C coupling reactions

IF 2.1 4区 材料科学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Hadieh Rahbar Kafshboran, Soheila Ghasemi
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引用次数: 0

Abstract

A thermo-responsive ruthenium catalyst was developed by grafting poly (N-isopropyl acrylamide) on silica-modified iron oxide nanoparticle core–shell (Fe3O4@Si) through free-radical polymerization process. The amino-functionalized support was obtained by exposing it to ethylenediamine. Further, the as-prepared compound was treated with ethylenediaminetetraacetic acid (EDTA), followed by embellishment with Ru NPs to form a well-organized heterogeneous catalytic structure (Fe3O4@Si-modified PNIPAAm-Ru). This unique system exhibits several remarkable features, including a broad distribution of catalytic sites, exceptional thermal stability, and the utilization of environmentally friendly solvents. Additionally, it offers significant features like easy separation and recyclability of the catalyst waste. Various characterization methods proved catalyst structure properly. The catalyst demonstrated a remarkable role in the carbon–carbon cross-coupling transformations of Sonogashira-Hagihara, Suzuki–Miyaura, and Mizoroki–Heck using different aryl halides under TBAB, copper, and amine-free conditions. One key advantage of this catalytic system is its ability to be reused for a minimum of 8 repetitions without any considerable decline in activity, structural changes, or leaching.

Abstract Image

磁性Ru催化剂在Heck, Suzuki和Sonagashira C-C偶联反应中的应用
将聚n -异丙基丙烯酰胺(n -异丙基丙烯酰胺)通过自由基聚合接枝到二氧化硅修饰的纳米氧化铁核壳(Fe3O4@Si)上,制备了热响应型钌催化剂。氨基功能化载体是通过将其暴露于乙二胺得到的。此外,将制备的化合物用乙二胺四乙酸(EDTA)处理,然后用Ru NPs修饰,形成组织良好的多相催化结构(Fe3O4@Si-modified PNIPAAm-Ru)。这种独特的体系表现出几个显著的特点,包括广泛的催化位点分布、优异的热稳定性和对环境友好型溶剂的利用。此外,它还具有催化剂废料易于分离和可回收等显著特点。各种表征方法都证明了催化剂的结构。该催化剂对Sonogashira-Hagihara、Suzuki-Miyaura和Mizoroki-Heck在TBAB、铜和无胺条件下使用不同芳基卤化物进行碳-碳交叉偶联转化具有显著作用。该催化系统的一个关键优势是它能够重复使用至少8次,而不会出现活性、结构变化或浸出的明显下降。
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来源期刊
Journal of Nanoparticle Research
Journal of Nanoparticle Research 工程技术-材料科学:综合
CiteScore
4.40
自引率
4.00%
发文量
198
审稿时长
3.9 months
期刊介绍: The objective of the Journal of Nanoparticle Research is to disseminate knowledge of the physical, chemical and biological phenomena and processes in structures that have at least one lengthscale ranging from molecular to approximately 100 nm (or submicron in some situations), and exhibit improved and novel properties that are a direct result of their small size. Nanoparticle research is a key component of nanoscience, nanoengineering and nanotechnology. The focus of the Journal is on the specific concepts, properties, phenomena, and processes related to particles, tubes, layers, macromolecules, clusters and other finite structures of the nanoscale size range. Synthesis, assembly, transport, reactivity, and stability of such structures are considered. Development of in-situ and ex-situ instrumentation for characterization of nanoparticles and their interfaces should be based on new principles for probing properties and phenomena not well understood at the nanometer scale. Modeling and simulation may include atom-based quantum mechanics; molecular dynamics; single-particle, multi-body and continuum based models; fractals; other methods suitable for modeling particle synthesis, assembling and interaction processes. Realization and application of systems, structures and devices with novel functions obtained via precursor nanoparticles is emphasized. Approaches may include gas-, liquid-, solid-, and vacuum-based processes, size reduction, chemical- and bio-self assembly. Contributions include utilization of nanoparticle systems for enhancing a phenomenon or process and particle assembling into hierarchical structures, as well as formulation and the administration of drugs. Synergistic approaches originating from different disciplines and technologies, and interaction between the research providers and users in this field, are encouraged.
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