{"title":"Ionic liquid-catalyzed green synthesis of cyclohexanone diesters via double addition reaction","authors":"Somayeh Pourian, Akram Ashouri","doi":"10.1007/s11164-025-05515-6","DOIUrl":null,"url":null,"abstract":"<div><p>A green and efficient synthesis of novel cyclohexanone diesters was achieved via the double addition of dimethylmalonate to dibenzylideneacetone derivatives in the presence of imidazolium-based ionic liquids as catalysts, without the use of any base. Ionic liquids were synthesized by anion exchange with various organic acid salts. The reaction was optimized by evaluating the effects of various ionic liquids. Among the tested ionic liquids, 1,3-dibutyl-2-methylimidazolium hydroxide ([Dbmim][OH]) demonstrated the highest catalytic performance, yielding up to 99% of the desired products in ethanol as the solvent. The study highlighted the remarkable dual benefits of ionic liquids, showcasing their outstanding catalytic efficiency along with significant environmental advantages, positioning them as a sustainable, eco-friendly, and reusable alternative for the base-free synthesis of cyclohexanone diesters.</p><h3>Graphical abstract</h3>\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":753,"journal":{"name":"Research on Chemical Intermediates","volume":"51 3","pages":"1341 - 1355"},"PeriodicalIF":2.8000,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Research on Chemical Intermediates","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11164-025-05515-6","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
A green and efficient synthesis of novel cyclohexanone diesters was achieved via the double addition of dimethylmalonate to dibenzylideneacetone derivatives in the presence of imidazolium-based ionic liquids as catalysts, without the use of any base. Ionic liquids were synthesized by anion exchange with various organic acid salts. The reaction was optimized by evaluating the effects of various ionic liquids. Among the tested ionic liquids, 1,3-dibutyl-2-methylimidazolium hydroxide ([Dbmim][OH]) demonstrated the highest catalytic performance, yielding up to 99% of the desired products in ethanol as the solvent. The study highlighted the remarkable dual benefits of ionic liquids, showcasing their outstanding catalytic efficiency along with significant environmental advantages, positioning them as a sustainable, eco-friendly, and reusable alternative for the base-free synthesis of cyclohexanone diesters.
期刊介绍:
Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry.
The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.