Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis

IF 10.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Xu He, Yi-Wen Zheng, Bin Chen, Ke Feng, Chen-Ho Tung, Li-Zhu Wu
{"title":"Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis","authors":"Xu He,&nbsp;Yi-Wen Zheng,&nbsp;Bin Chen,&nbsp;Ke Feng,&nbsp;Chen-Ho Tung,&nbsp;Li-Zhu Wu","doi":"10.1007/s11426-023-1748-4","DOIUrl":null,"url":null,"abstract":"<div><p>A green method for synthesis of nitriles from aldehydes and ammonium salts under air is developed under extremely mild conditions, <i>i.e.</i>, 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photocatalyst, 2,2,6,6-tetrametylpiperidine-1-oxyl (TEMPO) as a cocatalyst, and oxygen (ambient air) as the terminal oxidant, visible light irradiation of substrate solutions, producing the desired nitriles with excellent yields. The reaction involves two distinct transformations, imine formation between an aldehyde and an ammonium salt and photocatalytic oxidation of the formed imine by air to a nitrile.</p><figure><div><div><div><picture><source><img></source></picture></div></div></div></figure></div>","PeriodicalId":772,"journal":{"name":"Science China Chemistry","volume":"66 10","pages":"2852 - 2857"},"PeriodicalIF":10.4000,"publicationDate":"2023-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Science China Chemistry","FirstCategoryId":"1","ListUrlMain":"https://link.springer.com/article/10.1007/s11426-023-1748-4","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 1

Abstract

A green method for synthesis of nitriles from aldehydes and ammonium salts under air is developed under extremely mild conditions, i.e., 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photocatalyst, 2,2,6,6-tetrametylpiperidine-1-oxyl (TEMPO) as a cocatalyst, and oxygen (ambient air) as the terminal oxidant, visible light irradiation of substrate solutions, producing the desired nitriles with excellent yields. The reaction involves two distinct transformations, imine formation between an aldehyde and an ammonium salt and photocatalytic oxidation of the formed imine by air to a nitrile.

可见光催化醛和铵无金属合成腈
在极其温和的条件下,即1,2,3,5-四(咔唑-9-基)-4,6-二氰基苯(4CzIPN)作为光催化剂,2,2,6,6-四甲基哌啶-1-氧基(TEMPO)作为助催化剂,氧气(环境空气)作为末端氧化剂,以优异的产率生产所需的腈。该反应涉及两种不同的转化,醛和铵盐之间形成亚胺,以及空气将形成的亚胺光催化氧化为腈。
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
Science China Chemistry
Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
14.40
自引率
7.30%
发文量
3787
审稿时长
2.2 months
期刊介绍: Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.
×
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