二(二甲基乙氧嘧啶)钴(III)配合物催化末端炔的区域和化学选择性水化

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC
Ujala Maddheshiya , Sourav Mandal , Kamlesh Kumar
{"title":"二(二甲基乙氧嘧啶)钴(III)配合物催化末端炔的区域和化学选择性水化","authors":"Ujala Maddheshiya ,&nbsp;Sourav Mandal ,&nbsp;Kamlesh Kumar","doi":"10.1002/ajoc.202500426","DOIUrl":null,"url":null,"abstract":"<div><div>The mild reaction conditions, coupled with the cost‐effective and readily available nature of cobaloxime complexes, offer a promising solution to the current challenges in alkyne hydration. These complexes exhibit excellent bench stability and can be easily synthesized in large quantities, making them ideal catalysts for the efficient conversion of alkynes to carbonyl compounds, which have numerous industrial applications. A series of chlorocobaloxime complexes featuring substituted pyridine as an axial ligand have been synthesized and characterized. These complexes have been successfully employed as catalysts for the hydration of terminal alkynes to their corresponding methyl ketones under ambient conditions, affording good to excellent yields. The reaction tolerates a wide range of functional groups, demonstrating broad substrate scope. Notably, the catalyst can be recovered and reused with minimal loss of activity, highlighting its practical utility. The scalability of the approach has been further validated through gram‐scale reactions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00426"},"PeriodicalIF":2.7000,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regio‐ and Chemo‐Selective Hydration of Terminal Alkynes Catalyzed by Bis(dimethylglyoximato)cobalt(III) Complexes\",\"authors\":\"Ujala Maddheshiya ,&nbsp;Sourav Mandal ,&nbsp;Kamlesh Kumar\",\"doi\":\"10.1002/ajoc.202500426\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The mild reaction conditions, coupled with the cost‐effective and readily available nature of cobaloxime complexes, offer a promising solution to the current challenges in alkyne hydration. These complexes exhibit excellent bench stability and can be easily synthesized in large quantities, making them ideal catalysts for the efficient conversion of alkynes to carbonyl compounds, which have numerous industrial applications. A series of chlorocobaloxime complexes featuring substituted pyridine as an axial ligand have been synthesized and characterized. These complexes have been successfully employed as catalysts for the hydration of terminal alkynes to their corresponding methyl ketones under ambient conditions, affording good to excellent yields. The reaction tolerates a wide range of functional groups, demonstrating broad substrate scope. Notably, the catalyst can be recovered and reused with minimal loss of activity, highlighting its practical utility. The scalability of the approach has been further validated through gram‐scale reactions.</div></div>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 10\",\"pages\":\"Article e00426\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-10-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2193580725004209\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725004209","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

温和的反应条件,加上钴胺肟配合物的成本效益和易得性,为目前炔水化的挑战提供了一个有希望的解决方案。这些配合物表现出优异的稳定性,可以很容易地大量合成,使它们成为将炔有效转化为羰基化合物的理想催化剂,具有许多工业应用。合成了一系列以取代吡啶为轴位配体的氯钴肟配合物,并对其进行了表征。这些配合物已被成功地用作催化剂,在环境条件下将末端炔水化成相应的甲基酮,并获得了良好的收率。该反应可耐受多种官能团,显示出广泛的底物范围。值得注意的是,该催化剂可以以最小的活性损失进行回收和再利用,突出了其实用性。通过克级反应进一步验证了该方法的可扩展性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Regio‐ and Chemo‐Selective Hydration of Terminal Alkynes Catalyzed by Bis(dimethylglyoximato)cobalt(III) Complexes

Regio‐ and Chemo‐Selective Hydration of Terminal Alkynes Catalyzed by Bis(dimethylglyoximato)cobalt(III) Complexes
The mild reaction conditions, coupled with the cost‐effective and readily available nature of cobaloxime complexes, offer a promising solution to the current challenges in alkyne hydration. These complexes exhibit excellent bench stability and can be easily synthesized in large quantities, making them ideal catalysts for the efficient conversion of alkynes to carbonyl compounds, which have numerous industrial applications. A series of chlorocobaloxime complexes featuring substituted pyridine as an axial ligand have been synthesized and characterized. These complexes have been successfully employed as catalysts for the hydration of terminal alkynes to their corresponding methyl ketones under ambient conditions, affording good to excellent yields. The reaction tolerates a wide range of functional groups, demonstrating broad substrate scope. Notably, the catalyst can be recovered and reused with minimal loss of activity, highlighting its practical utility. The scalability of the approach has been further validated through gram‐scale reactions.
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
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
×
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:604180095
Book学术官方微信