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

IF 10.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Science China Chemistry Pub Date : 2023-09-12 DOI:10.1007/s11426-023-1748-4
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.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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 去求助
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.
期刊最新文献
Relay C(sp3)-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis Enantioselective iridium-catalyzed allylic substitution with a Reformatsky reagent: direct construction of β-stereogenic homoallylic esters Thioredoxin pathway regulated live-cell synthesis of CdSe quantum dots in Saccharomyces cerevisiae Porous organic cages as a novel platform for second harmonic generation Tandem electrocatalysis for CO2 reduction to multi-carbons
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1