Palladium-catalyzed suzuki miyaura coupling reaction in aqueous ethanol

IF 2.7 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Inorganica Chimica Acta Pub Date : 2025-05-29 DOI:10.1016/j.ica.2025.122786

S. Nandhini , B. Mugesh , Ray Butcher , G. Prabusankar , S. Karuppuchamy , R. Prabhakaran

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引用次数: 0

Abstract

Four new mononuclear palladium(II) complexes bearing heterocyclic quinoline ligands 7-methyl-2-oxo-1,2-dihydroquinoline-3-carboxaldehyde-4(N)-thiosemicarbazone derivatives (7MOQL^1–4) are synthesized and their structures characterized using FT-IR, UV–Visible, ¹H, ¹³C NMR and Mass spectroscopy. X-ray crystallography demonstrated the ligands 7MOQL^1&4 and the monomeric character of the complexes 7MODQL^1,3&4, while mass spectral data verified the monomeric nature of 7MODQL². These synthesized complexes were tested for their catalytic activity toward the Suzuki-Miyaura cross coupling reaction between substituted 4-bromo-N,N-diphenylaniline with aryl boronic acids in ethanol-water (4:1) and proved active at 0.0001 mol% loading under optimal conditions to yield 65 % of the coupled products and which were confirmed through ¹H, ¹³C NMR, GC–MS and representative mass spectral results.

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钯催化乙醇水溶液中suzuki miyaura偶联反应

合成了4个新的含杂环喹啉配体7-甲基-2-氧-1,2-二氢喹啉-3-羧醛-4(N)-硫代氨基脲衍生物（7MOQL1-4）的单核钯配合物，并用FT-IR、uv -可见、1H、13C NMR和质谱对其结构进行了表征。x射线晶体学证实了配体7MOQL1&；4和配合物7MODQL1,3&；4的单体性质，而质谱数据证实了7MODQL2的单体性质。合成的配合物在乙醇-水（4:1）条件下对取代4-溴- n， n -二苯基苯胺与芳基硼酸之间的Suzuki-Miyaura交叉偶联反应进行了催化活性测试，并通过1H、13C NMR、GC-MS和代表性质谱结果证实，在负载0.0001 mol%的最佳条件下具有活性，偶联产物的产率为65%。

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来源期刊

Inorganica Chimica Acta 化学-无机化学与核化学

CiteScore

6.00

自引率

3.60%

发文量

440

审稿时长

35 days

期刊介绍： Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews. Topics covered include: • chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies; • synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs); • reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models; • applications of inorganic compounds, metallodrugs and molecule-based materials. Papers composed primarily of structural reports will typically not be considered for publication.