{"title":"Iminophosphorano–phosphine based CuI complexes: utility in 1,3-dipolar azide–alkyne cycloaddition and A3-coupling reaction†","authors":"Rani Gourkhede and Maravanji S. Balakrishna","doi":"10.1039/D5NJ00379B","DOIUrl":null,"url":null,"abstract":"<p >This manuscript reports the synthesis, structural characterization and catalytic investigations of Cu<small><sup>I</sup></small> complexes of the type [CuX{(PPh<small><sub>2</sub></small>CH<small><sub>2</sub></small>Ph<small><sub>2</sub></small>P<img>NAr*)-κ<small><sup>2</sup></small>-<em>P</em>,<em>N</em>}] (<strong>2</strong> X = Cl, <strong>3</strong> X = Br, <strong>4</strong> X = I) featuring an iminophosphorano–phosphine ligand (<strong>1</strong>). The complex <strong>4</strong> showed exceptional catalytic activity in 1,3-dipolar azide–alkyne cycloaddition (CuAAC) and A<small><sup>3</sup></small>-coupling reactions. The catalytic reactions were performed at room temperature under solvent-free conditions in an environmentally benign manner. Notably, a one-step A<small><sup>3</sup></small>-coupling protocol enabled the synthesis of pargyline, a clinically significant drug in 68% yield.</p>","PeriodicalId":95,"journal":{"name":"New Journal of Chemistry","volume":" 19","pages":" 7749-7757"},"PeriodicalIF":2.5000,"publicationDate":"2025-04-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"New Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/nj/d5nj00379b","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
This manuscript reports the synthesis, structural characterization and catalytic investigations of CuI complexes of the type [CuX{(PPh2CH2Ph2PNAr*)-κ2-P,N}] (2 X = Cl, 3 X = Br, 4 X = I) featuring an iminophosphorano–phosphine ligand (1). The complex 4 showed exceptional catalytic activity in 1,3-dipolar azide–alkyne cycloaddition (CuAAC) and A3-coupling reactions. The catalytic reactions were performed at room temperature under solvent-free conditions in an environmentally benign manner. Notably, a one-step A3-coupling protocol enabled the synthesis of pargyline, a clinically significant drug in 68% yield.
本文报道了以亚磷酸氨基膦配体为配体的[CuX{(PPh2CH2Ph2PNAr*)-κ2-P,N}] (2 X = Cl, 3 X = Br, 4 X = I)型CuI配合物的合成、结构表征和催化研究(1)。配合物4在1,3-偶极叠氮-炔环加成反应(CuAAC)和a3偶联反应中表现出优异的催化活性。催化反应在室温下无溶剂环境下进行。值得注意的是,一步a3偶联方案使pargyline的合成成为可能,这是一种具有临床意义的药物,产率为68%。