Global S&T Development Trend Analysis Platform of Resources and Environment
DOI | 10.1126/science.aal3010 |
Catalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines | |
Musacchio, Andrew J.1; Lainhart, Brendan C.1; Zhang, Xin1; Naguib, Saeed G.1; Sherwood, Trevor C.2; Knowles, Robert R.1 | |
2017-02-17 | |
发表期刊 | SCIENCE |
ISSN | 0036-8075 |
EISSN | 1095-9203 |
出版年 | 2017 |
卷号 | 355期号:6326页码:727-730 |
文章类型 | Article |
语种 | 英语 |
国家 | USA |
英文摘要 | The intermolecular hydroamination of unactivated alkenes with simple dialkyl amines remains an unsolved problem in organic synthesis. We report a catalytic protocol for efficient additions of cyclic and acyclic secondary alkyl amines to a wide range of alkyl olefins with complete anti-Markovnikov regioselectivity. In this process, carbon-nitrogen bond formation proceeds through a key aminium radical cation intermediate that is generated via electron transfer between an excited-state iridium photocatalyst and an amine substrate. These reactions are redox-neutral and completely atom-economical, exhibit broad functional group tolerance, and occur readily at room temperature under visible light irradiation. Certain tertiary amine products generated through this method are formally endergonic relative to their constituent olefin and amine starting materials and thus are not accessible via direct coupling with conventional ground-state catalysts. |
领域 | 地球科学 ; 气候变化 ; 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000395117700037 |
WOS关键词 | ANTI-MARKOVNIKOV HYDROAMINATION ; INTRAMOLECULAR HYDROAMINATION ; PHOTOREDOX CATALYSIS ; RADICAL REACTIONS ; ALKENES ; COMPLEXES ; HYDROAMIDATION ; CYCLIZATIONS ; KINETICS |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/195450 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | 1.Princeton Univ, Dept Chem, Princeton, NJ 08544 USA; 2.Bristol Myers Squibb Co, Discovery Chem, Princeton, NJ 08543 USA |
推荐引用方式 GB/T 7714 | Musacchio, Andrew J.,Lainhart, Brendan C.,Zhang, Xin,et al. Catalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines[J]. SCIENCE,2017,355(6326):727-730. |
APA | Musacchio, Andrew J.,Lainhart, Brendan C.,Zhang, Xin,Naguib, Saeed G.,Sherwood, Trevor C.,&Knowles, Robert R..(2017).Catalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines.SCIENCE,355(6326),727-730. |
MLA | Musacchio, Andrew J.,et al."Catalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines".SCIENCE 355.6326(2017):727-730. |
条目包含的文件 | 条目无相关文件。 |
除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。
修改评论