Merrifield resin-supported N-heterocyclic carbene-silver complex appended with caffeine for Sonogashira cross-coupling reaction

IF 2.1 3区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Organometallic Chemistry Pub Date : 2024-10-04 DOI:10.1016/j.jorganchem.2024.123406

Taha Aalhusaini , Dattaprasad Pore , Gajanan Rashinkar

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引用次数: 0

Abstract

A novel Merrifield resin-supported N-heterocyclic carbene (NHC)-silver(I) complex, utilizing caffeine as an environmentally friendly NHC precursor, has been synthesized by a multi-step approach. The confirmation of the formation of the complex was achieved through the utilization of a number of analytical methods, including Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), electron dispersive X-ray (EDX), scanning electron microscopy (SEM), and transmission electron microscopy (TEM) analysis. The complex was efficiently used as a highly effective heterogeneous catalyst for the Sonogashira coupling reaction involving aryl halides and terminal alkynes. The complex was retrieved through a straightforward filtration technique, significantly simplifying the purification step and allowed successive reuse for multiple times with minimal loss in activity.

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梅里菲尔德树脂支撑的 N-杂环碳银络合物与咖啡因的索诺伽希拉交叉偶联反应

利用咖啡因作为环境友好型 NHC 前体，通过多步骤方法合成了一种新型 Merrifield 树脂支撑的 N-杂环碳烯（NHC）-银（I）络合物。通过使用多种分析方法，包括傅立叶变换红外光谱（FT-IR）、热重分析（TGA）、X 射线光电子能谱（XPS）、X 射线衍射（XRD）、电子分散 X 射线（EDX）、扫描电子显微镜（SEM）和透射电子显微镜（TEM）分析，确认了该复合物的形成。该复合物被有效地用作涉及芳基卤化物和端炔的 Sonogashira 偶联反应的高效异相催化剂。该复合物通过直接过滤技术回收，大大简化了纯化步骤，并可多次重复使用，且活性损失极小。

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来源期刊

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.