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Synthesis of new surfactant-like triazine-functionalized ligands for Pd-catalyzed Heck and Sonogashira reactions in water

机译:用于PD催化Heck和Sonogashira反应的新型表面活性剂样三嗪 - 官能化配体的合成

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摘要

In this study, a novel class of ligands for palladium-catalyzed C-C coupling reactions in water is introduced. A range of triazine-functionalized ligands were synthesized using 2,4,6-trichloro-1,3,5-triazine (TCT) reagent. Among them, N-2, N-4, N-6-tridodecyl-1,3,5-triazine-2,4,6-triamine (TDTAT) was found to be an efficient ligand for the Pd-catalyzed Heck and Sonogashira reactions in water, which acted as a green solvent. TEM analysis showed that in the presence of TDTAT in water at 80 degrees C, PdCl2 is converted to nanoparticles with an average size of similar to 3 nm. The formed Pd-nanoparticles act as efficient catalytic species for C-C bond formation reactions in neat water. Under these conditions, Pd-catalyzed Heck and Sonogashira reactions are accomplished without the need for phosphine ligand. The generation of emulsion droplets (5-10 mm) containing Pd(0) nanoparticles would function as an effective reactor to accelerate the rate of the reaction in water media.
机译:在该研究中,引入了一种用于水中钯催化的C-C偶联反应的新型配体。 使用2,4,6-三氯-1,3,5-三嗪(TCT)试剂合成一系列三嗪官能化配体。 其中,发现N-2,N-4,N-6-千萜烯基-1,3,5-三嗪-2,4,6-三胺(TDTAT)是PD催化的Heck和Sonogashira的有效配体 用作绿色溶剂的水中反应。 TEM分析表明,在80℃的水中存在TDTAT,将PdCl2转化为平均尺寸的纳米颗粒,其平均尺寸类似于3nm。 形成的PD纳米粒子用作纯水中的C-C键形成反应的有效催化物质。 在这些条件下,无需膦配体的情况下完成PD催化的Heck和Sonogashira反应。 含有Pd(0)纳米颗粒的乳液液滴(5-10mm)的产生将用作有效反应器,以加速水介质中的反应速率。

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  • 来源
    《RSC Advances》 |2015年第61期|共9页
  • 作者单位

    Shiraz Univ Coll Sci Dept Chem Shiraz 71454 Iran;

    Shiraz Univ Coll Sci Dept Chem Shiraz 71454 Iran;

    Shiraz Univ Coll Sci Dept Chem Shiraz 71454 Iran;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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