R-卞、R-卞和 NHPI 的新型有机催化系统用于选择性氧化积烯

IF 3.9 2区 化学 Q2 CHEMISTRY, PHYSICAL
O.S. Koshcheeva , N.I. Kuznetsova , D.E. Babushkin , I.S. Fomenko , A.L. Gushchin
{"title":"R-卞、R-卞和 NHPI 的新型有机催化系统用于选择性氧化积烯","authors":"O.S. Koshcheeva ,&nbsp;N.I. Kuznetsova ,&nbsp;D.E. Babushkin ,&nbsp;I.S. Fomenko ,&nbsp;A.L. Gushchin","doi":"10.1016/j.mcat.2024.114658","DOIUrl":null,"url":null,"abstract":"<div><div>The paper describes the influence of a series of bis(arylimino)acenaphthenes (R-bian) and mono(arylimino)acenapthenones (R-mian) in the aerobic oxidation of cumene. The imines facilitate the decomposition of minor impurities of cumene hydroperoxide, thereby acting as catalysts for the oxidation of cumene. The relative reactivity of imines in the oxidation of cumene is correlated with the relative electron-withdrawing ability of the aryl functional groups of CF<sub>3</sub>-Ph&gt;dpp, tmp. This is demonstrated by the reactivity of dpp-mian, tmp-mian and dpp-bian, tmp-bian&lt;CF<sub>3</sub>-Ph-bian. A comparable interaction between R-bian and NHPI enhances the solubility of the radical catalyst in cumene and intensifies NHPI-catalyzed oxidation to attain 25–30 % conversion of cumene with dpp-bian and tmp-bian promoters. The reported results present a straightforward organocatalytic system based on the utilization of imines as catalysts and promoters.</div></div>","PeriodicalId":393,"journal":{"name":"Molecular Catalysis","volume":"570 ","pages":"Article 114658"},"PeriodicalIF":3.9000,"publicationDate":"2024-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Novel organocatalytic system of R-bian, R-mian and NHPI for selective oxidation of cumene\",\"authors\":\"O.S. Koshcheeva ,&nbsp;N.I. Kuznetsova ,&nbsp;D.E. Babushkin ,&nbsp;I.S. Fomenko ,&nbsp;A.L. Gushchin\",\"doi\":\"10.1016/j.mcat.2024.114658\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The paper describes the influence of a series of bis(arylimino)acenaphthenes (R-bian) and mono(arylimino)acenapthenones (R-mian) in the aerobic oxidation of cumene. The imines facilitate the decomposition of minor impurities of cumene hydroperoxide, thereby acting as catalysts for the oxidation of cumene. The relative reactivity of imines in the oxidation of cumene is correlated with the relative electron-withdrawing ability of the aryl functional groups of CF<sub>3</sub>-Ph&gt;dpp, tmp. This is demonstrated by the reactivity of dpp-mian, tmp-mian and dpp-bian, tmp-bian&lt;CF<sub>3</sub>-Ph-bian. A comparable interaction between R-bian and NHPI enhances the solubility of the radical catalyst in cumene and intensifies NHPI-catalyzed oxidation to attain 25–30 % conversion of cumene with dpp-bian and tmp-bian promoters. The reported results present a straightforward organocatalytic system based on the utilization of imines as catalysts and promoters.</div></div>\",\"PeriodicalId\":393,\"journal\":{\"name\":\"Molecular Catalysis\",\"volume\":\"570 \",\"pages\":\"Article 114658\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2024-11-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecular Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S246882312400840X\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Catalysis","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S246882312400840X","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0

摘要

本文介绍了一系列双(芳基亚氨基)苊(R-bian)和单(芳基亚氨基)苊酮(R-mian)在积烯有氧氧化过程中的影响。这些亚胺能促进过氧化氢中的少量杂质分解,从而起到催化剂的作用。亚胺在积烯氧化过程中的相对反应性与 CF3-Ph>dpp、tmp 的芳基官能团的相对吸电子能力有关。dpp-mian, tmp-mian 和 dpp-bian, tmp-bian<CF3-Ph-bian 的反应性证明了这一点。R-bian 和 NHPI 之间类似的相互作用增强了自由基催化剂在积雪烯中的溶解度,并加强了 NHPI 催化的氧化作用,使 dpp-bian 和 tmp-bian 促进剂对积雪烯的转化率达到 25-30%。所报告的结果展示了一种利用亚胺作为催化剂和促进剂的直接有机催化系统。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Novel organocatalytic system of R-bian, R-mian and NHPI for selective oxidation of cumene

Novel organocatalytic system of R-bian, R-mian and NHPI for selective oxidation of cumene
The paper describes the influence of a series of bis(arylimino)acenaphthenes (R-bian) and mono(arylimino)acenapthenones (R-mian) in the aerobic oxidation of cumene. The imines facilitate the decomposition of minor impurities of cumene hydroperoxide, thereby acting as catalysts for the oxidation of cumene. The relative reactivity of imines in the oxidation of cumene is correlated with the relative electron-withdrawing ability of the aryl functional groups of CF3-Ph>dpp, tmp. This is demonstrated by the reactivity of dpp-mian, tmp-mian and dpp-bian, tmp-bian<CF3-Ph-bian. A comparable interaction between R-bian and NHPI enhances the solubility of the radical catalyst in cumene and intensifies NHPI-catalyzed oxidation to attain 25–30 % conversion of cumene with dpp-bian and tmp-bian promoters. The reported results present a straightforward organocatalytic system based on the utilization of imines as catalysts and promoters.
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
Molecular Catalysis
Molecular Catalysis Chemical Engineering-Process Chemistry and Technology
CiteScore
6.90
自引率
10.90%
发文量
700
审稿时长
40 days
期刊介绍: Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods
×
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