碘化镁支撑下的内酯异构催化消除研究

IF 2.3 4区化学 Q3 CHEMISTRY, PHYSICAL Catalysis Letters Pub Date : 2024-09-10 DOI:10.1007/s10562-024-04803-x

Yue Zhang, Hanjie Zhang, Xufeng Lin, Haiyun Sun

{"title":"碘化镁支撑下的内酯异构催化消除研究","authors":"Yue Zhang, Hanjie Zhang, Xufeng Lin, Haiyun Sun","doi":"10.1007/s10562-024-04803-x","DOIUrl":null,"url":null,"abstract":"<div><p>The elimination of lactones is a crucial method for preparing corresponding cycloalkane derivatives, but the commonly used catalyst NaI is unstable and non-recyclable. In this work, reusable MgI<sub>2</sub>@SiO<sub>2</sub> was prepared for heterogeneous catalytic lactone elimination. Cyclopropyl methyl ketone was synthesized from 2-acetyl-γ-butyrolactone using MgI<sub>2</sub>@SiO<sub>2</sub> as a catalyst at 180 °C and 1 atm. The yield and selectivity were both over 99%. The activity of MgI<sub>2</sub>@SiO<sub>2</sub> was estimated to be 11 times that of NaI. The high activity of MgI<sub>2</sub>@SiO<sub>2</sub> is attributed to the Lewis hard acidity of Mg<sup>2+</sup> and the soft basicity of I<sup>−</sup>. The high selectivity of Cyclopropyl methyl ketone comes from the faster reaction rate, and its good stability is due to the strong interactions between Mg<sup>2+</sup> and I<sup>−</sup> with the carrier. This work provides a feasible scheme for the efficient and low-cost elimination synthesis of corresponding cycloalkanes from lactones.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":508,"journal":{"name":"Catalysis Letters","volume":"154 12","pages":"6597 - 6605"},"PeriodicalIF":2.3000,"publicationDate":"2024-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Investigation on Heterogeneous Catalytic Elimination of Lactones over Supported Magnesium Iodide\",\"authors\":\"Yue Zhang, Hanjie Zhang, Xufeng Lin, Haiyun Sun\",\"doi\":\"10.1007/s10562-024-04803-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The elimination of lactones is a crucial method for preparing corresponding cycloalkane derivatives, but the commonly used catalyst NaI is unstable and non-recyclable. In this work, reusable MgI<sub>2</sub>@SiO<sub>2</sub> was prepared for heterogeneous catalytic lactone elimination. Cyclopropyl methyl ketone was synthesized from 2-acetyl-γ-butyrolactone using MgI<sub>2</sub>@SiO<sub>2</sub> as a catalyst at 180 °C and 1 atm. The yield and selectivity were both over 99%. The activity of MgI<sub>2</sub>@SiO<sub>2</sub> was estimated to be 11 times that of NaI. The high activity of MgI<sub>2</sub>@SiO<sub>2</sub> is attributed to the Lewis hard acidity of Mg<sup>2+</sup> and the soft basicity of I<sup>−</sup>. The high selectivity of Cyclopropyl methyl ketone comes from the faster reaction rate, and its good stability is due to the strong interactions between Mg<sup>2+</sup> and I<sup>−</sup> with the carrier. This work provides a feasible scheme for the efficient and low-cost elimination synthesis of corresponding cycloalkanes from lactones.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":508,\"journal\":{\"name\":\"Catalysis Letters\",\"volume\":\"154 12\",\"pages\":\"6597 - 6605\"},\"PeriodicalIF\":2.3000,\"publicationDate\":\"2024-09-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Catalysis Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s10562-024-04803-x\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Catalysis Letters","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10562-024-04803-x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

摘要

消除内酯是制备相应环烷衍生物的重要方法，但常用催化剂 NaI 不稳定且不可循环使用。在这项工作中，制备了可重复使用的 MgI2@SiO2 用于异相催化内酯消除。以 MgI2@SiO2 为催化剂，在 180 °C 和 1 atm 条件下从 2-乙酰基-γ-丁内酯合成环丙基甲基酮。产率和选择性均超过 99%。据估计，MgI2@SiO2 的活性是 NaI 的 11 倍。MgI2@SiO2 的高活性归因于 Mg2+ 的路易斯硬酸性和 I- 的软碱性。环丙基甲基酮的高选择性来自于较快的反应速率，而其良好的稳定性则得益于 Mg2+ 和 I- 与载体的强相互作用。这项工作为从内酯高效、低成本地消除合成相应的环烷烃提供了一个可行的方案。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

摘要图片

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

Investigation on Heterogeneous Catalytic Elimination of Lactones over Supported Magnesium Iodide

The elimination of lactones is a crucial method for preparing corresponding cycloalkane derivatives, but the commonly used catalyst NaI is unstable and non-recyclable. In this work, reusable MgI₂@SiO₂ was prepared for heterogeneous catalytic lactone elimination. Cyclopropyl methyl ketone was synthesized from 2-acetyl-γ-butyrolactone using MgI₂@SiO₂ as a catalyst at 180 °C and 1 atm. The yield and selectivity were both over 99%. The activity of MgI₂@SiO₂ was estimated to be 11 times that of NaI. The high activity of MgI₂@SiO₂ is attributed to the Lewis hard acidity of Mg²⁺ and the soft basicity of I⁻. The high selectivity of Cyclopropyl methyl ketone comes from the faster reaction rate, and its good stability is due to the strong interactions between Mg²⁺ and I⁻ with the carrier. This work provides a feasible scheme for the efficient and low-cost elimination synthesis of corresponding cycloalkanes from lactones.

Graphical Abstract

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Catalysis Letters 化学-物理化学

CiteScore

5.70

自引率

3.60%

发文量

327

审稿时长

1 months

期刊介绍： Catalysis Letters aim is the rapid publication of outstanding and high-impact original research articles in catalysis. The scope of the journal covers a broad range of topics in all fields of both applied and theoretical catalysis, including heterogeneous, homogeneous and biocatalysis. The high-quality original research articles published in Catalysis Letters are subject to rigorous peer review. Accepted papers are published online first and subsequently in print issues. All contributions must include a graphical abstract. Manuscripts should be written in English and the responsibility lies with the authors to ensure that they are grammatically and linguistically correct. Authors for whom English is not the working language are encouraged to consider using a professional language-editing service before submitting their manuscripts.