{"title":"Recyclable and reusable Pd(acac)2/BrettPhos/PEG-1000 system for the Suzuki-Miyaura coupling of nitroarenes","authors":"Qian Ye, Rong Liu, Li Wei, Mingzhong Cai","doi":"10.1016/j.jorganchem.2024.123442","DOIUrl":null,"url":null,"abstract":"<div><div>Pd(acac)<sub>2</sub>/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 K<sub>3</sub>PO<sub>4</sub>·<em>n</em>H<sub>2</sub>O 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)<sub>2</sub> and BrettPhos in PEG-1000 system can be readily recycled and reused more than six times without a significant loss of catalytic efficiency.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1024 ","pages":"Article 123442"},"PeriodicalIF":2.1000,"publicationDate":"2024-11-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022328X24004376","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
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.
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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