Photoinduced Reduction and Deuteration of Aryl Halides with NHC‐Boranes

IF 2.7 3区 化学 Q2 CHEMISTRY, ORGANIC
Gabin Lalande, Sandra Pinet, Frédéric Robert, Laurent Chabaud, Mathieu Pucheault
{"title":"Photoinduced Reduction and Deuteration of Aryl Halides with NHC‐Boranes","authors":"Gabin Lalande, Sandra Pinet, Frédéric Robert, Laurent Chabaud, Mathieu Pucheault","doi":"10.1002/ejoc.202500543","DOIUrl":null,"url":null,"abstract":"Herein, an operationally simple photoinduced radical reduction of aryliodides and arylbromides using NHC‐borane as a reductant, without external radical initiator or photoredox catalyst, is reported. Mechanistic investigations indicate the key formation of an aryl radical, which undergoes facile reduction by NHC‐borane. The method demonstrates compatibility with a broad range of functional groups, providing a valuable tool for synthesis and isotopic labeling.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"41 1","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202500543","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Herein, an operationally simple photoinduced radical reduction of aryliodides and arylbromides using NHC‐borane as a reductant, without external radical initiator or photoredox catalyst, is reported. Mechanistic investigations indicate the key formation of an aryl radical, which undergoes facile reduction by NHC‐borane. The method demonstrates compatibility with a broad range of functional groups, providing a valuable tool for synthesis and isotopic labeling.
NHC -硼烷光诱导芳基卤化物的还原和氘化
本文报道了用NHC -硼烷作为还原剂,在没有外部自由基引发剂或光氧化还原催化剂的情况下,进行了操作简单的芳烷和芳基溴的光诱导自由基还原。机理研究表明,芳基自由基的关键形成,经过NHC -硼烷的容易还原。该方法证明了与广泛的官能团的相容性,为合成和同位素标记提供了有价值的工具。
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
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
×
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