MWCNTs/ MNPs-Bis (Py)/ Tu-Pd(0)纳米复合材料催化C-P交叉偶联反应制备三烷基膦的绿色高效途径

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR
Manisha Lakshman , Ghada Al Assi , Rekha MM , Shaker Al-Hasnaawei , Subhashree Ray , Amrita Pal , Renu Sharma
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引用次数: 0

摘要

我们报道了一种新型的多相催化剂:负载在多壁碳纳米管上的钯(0)和被双(吡啶基)硫代氨基脲配体功能化的磁性纳米颗粒(MWCNTs/ MNPs-Bis (Py)/ Tu-Pd(0))高效、可持续地合成了三烷基膦。该催化系统具有高活性,在温和条件下(80°C, KOAc, 2- methf),在短时间内(2 h)分离三苯基膦的收率高达94%。与现有方法相比,该方法具有反应速度快、产率高、反应条件温和环保、操作简便等优点。使用2-MeTHF作为绿色溶剂,KOAc作为良性碱,增强了该方法的环保证书。磁性纳米颗粒可以实现直接的磁分离和出色的可回收性,在多个循环中,性能损失可以忽略不计。优越的活性源于高表面积和高效的Pd(0)分散,并通过功能化MWCNT/MNP载体上的Bis(Py)/Tu配体的强金属配位加强。全面的催化剂表征-包括FT-IR, TEM, VSM和XRD -支持强大的结构-功能关系和经典的Pd(0)/Pd(II)催化循环,包括氧化加成,磷化氢配位,脱质子(适用)和还原消除,以提供目标三芳基磷化氢。通过20个底物实例(产率72 - 97%),连续重复使用8次,活性下降最小,证明了MWCNTs/ MNPs-Bis (Py)/Tu催化剂上的Pd(0)代表了一种具有成本效益、绿色且可扩展的三苯基膦合成平台,在有机合成和工业催化中具有广泛的适用性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A green and efficient route to triarylphosphines via C–P cross-coupling reactions catalyzed by MWCNTs/MNPs–Bis(Py)/Tu–Pd(0) nanocomposite

A green and efficient route to triarylphosphines via C–P cross-coupling reactions catalyzed by MWCNTs/MNPs–Bis(Py)/Tu–Pd(0) nanocomposite
We report an efficient and sustainable synthesis of triarylphosphines using a novel heterogeneous catalyst: palladium(0) supported on multi-walled carbon nanotubes and magnetic nanoparticles functionalized with bis(pyridyl) thiosemicarbazone ligands (MWCNTs/MNPs–Bis(Py)/Tu–Pd(0)). The catalytic system delivers high activity, achieving up to 94 % isolated yield of triphenylphosphane in a short time (2 h) under mild conditions (80 °C, KOAc, 2-MeTHF). Relative to existing methods, the approach offers faster reactions, higher yields, milder and greener reaction conditions, and enhanced operational simplicity. The use of 2-MeTHF as a green solvent and KOAc as a benign base reinforces the method's environmental credentials. Magnetic nanoparticles enable straightforward magnetic separation and excellent recyclability over multiple cycles with negligible performance loss. The superior activity arises from a combination of high surface area and efficient Pd(0) dispersion, reinforced by strong metal–ligand coordination from the Bis(Py)/Tu ligands on the functionalized MWCNT/MNP support. Comprehensive catalyst characterization—including FT-IR, TEM, VSM, and XRD supports a robust structure–function relationship and a classical Pd(0)/Pd(II) catalytic cycle involving oxidative addition, phosphine coordination, deprotonation where applicable, and reductive elimination to furnish the target triarylphosphine. Demonstrated across twenty substrate examples (72–97 % yields) with eight consecutive reuse cycles and minimal activity decline, this Pd(0) on MWCNTs/MNPs–Bis(Py)/Tu catalyst represents a cost-effective, green, and scalable platform for triphenylphosphane synthesis with broad applicability in organic synthesis and industrial catalysis.
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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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