Ionic liquid-catalyzed green synthesis of cyclohexanone diesters via double addition reaction

IF 2.8 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Somayeh Pourian, Akram Ashouri
{"title":"Ionic liquid-catalyzed green synthesis of cyclohexanone diesters via double addition reaction","authors":"Somayeh Pourian,&nbsp;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.

Graphical abstract

Abstract Image

离子液体催化双加成反应绿色合成环己酮二酯
以咪唑基离子液体为催化剂,将二甲基丙二酸酯与二苄基丙酮衍生物双加成,实现了新型环己酮二酯的绿色高效合成。以各种有机酸盐为原料,通过阴离子交换合成了离子液体。通过评价不同离子液体对反应的影响,对反应进行了优化。在所测试的离子液体中,1,3-二丁基-2-甲基咪唑氢氧化铵([Dbmim][OH])表现出最高的催化性能,在乙醇作为溶剂的情况下,收率高达99%。该研究强调了离子液体显著的双重效益,展示了其卓越的催化效率和显著的环境优势,将其定位为可持续、环保和可重复使用的无碱合成环己酮二酯的替代品。图形抽象
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
5.70
自引率
18.20%
发文量
229
审稿时长
2.6 months
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信