Recyclable and reusable Pd(acac)2/BrettPhos/PEG-1000 system for the Suzuki-Miyaura coupling of nitroarenes

IF 2.1 3区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Organometallic Chemistry Pub Date : 2024-11-17 DOI:10.1016/j.jorganchem.2024.123442

Qian Ye, Rong Liu, Li Wei, Mingzhong Cai

引用次数: 0

Abstract

Pd(acac)₂/BrettPhos in user-friendly polyethylene glycol (PEG-1000) is shown to be a highly efficient catalytic system for the Suzuki-Miyaura coupling of nitroarenes with arylboronic acids. The reaction proceeds smoothly at 130 °C with K₃PO₄·nH₂O as base without the use of 18-crown-6 as an additive, yielding a variety of functionalized unsymmetrical biaryls in good to high yields. The isolation of the products is facilely performed by the extraction with cyclohexane and more importantly, both expensive Pd(acac)₂ and BrettPhos in PEG-1000 system can be readily recycled and reused more than six times without a significant loss of catalytic efficiency.

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用于硝基烯烃的苏木-宫脲偶联的可回收和可重复使用的 Pd(acac)2/BrettPhos/PEG-1000 系统

研究表明，Pd(acac)2/BrettPhos 在用户友好型聚乙二醇 (PEG-1000) 中是硝基arenes 与芳基硼酸的 Suzuki-Miyaura 偶联反应的高效催化体系。该反应以 K3PO4-nH2O 为碱在 130 ℃ 下顺利进行，无需使用 18-冠醚-6 作为添加剂，能以良好至高产率生成各种官能化的非对称双芳基。更重要的是，PEG-1000 体系中昂贵的 Pd(acac)2 和 BrettPhos 可随时回收并重复使用六次以上，而不会明显降低催化效率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.