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DOI | 10.1038/nature22995 |
Site-selective and versatile aromatic C-H functionalization by thianthrenation | |
Berger, Florian; Plutschack, Matthew B.; Riegger, Julian; Yu, Wanwan; Speicher, Samira; Ho, Matthew; Frank, Nils; Ritter, Tobias | |
2019-03-14 | |
发表期刊 | NATURE |
ISSN | 0028-0836 |
EISSN | 1476-4687 |
出版年 | 2019 |
卷号 | 567期号:7747页码:223-228 |
文章类型 | Article |
语种 | 英语 |
国家 | Germany |
英文摘要 | Direct C-H functionalization can quickly increase useful structural and functional molecular complexity(1-3). Site selectivity can sometimes be achieved through appropriate directing groups or substitution patterns(1-4)-in the absence of such functionality, most aromatic C-H functionalization reactions provide more than one product isomer for most substrates(1,4,5). Development of a C-H functionalization reaction that proceeds with high positional selectivity and installs a functional group that can serve as a synthetic linchpin for further functionalization would provide access to a large variety of well-defined arene derivatives. Here we report a highly selective aromatic C-H functionalization reaction that does not require a particular directing group or substitution pattern to achieve selectivity, and provides functionalized arenes that can participate in various transformations. We introduce a persistent sulfur-based radical to functionalize complex arenes with high selectivity and obtain thianthrenium salts that are ready to engage in different transformations, via both transition-metal and photoredox catalysis. This transformation differs fundamentally from all previous aromatic C-H functionalization reactions in that it provides direct access to a large number of derivatives of complex small molecules, quickly generating functional diversity with selectivity that is not achievable by other methods. |
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:000461126600039 |
WOS关键词 | CATION-RADICAL PERCHLORATE ; ION RADICALS ; SUBSTITUTION ; HALOGENATION ; ARENES ; CHLORINATION ; HETEROCYCLES ; DERIVATIVES ; BORYLATION ; ACTIVATION |
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/202762 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | Max Planck Inst Kohlenforsch, Mulheim, Germany |
推荐引用方式 GB/T 7714 | Berger, Florian,Plutschack, Matthew B.,Riegger, Julian,et al. Site-selective and versatile aromatic C-H functionalization by thianthrenation[J]. NATURE,2019,567(7747):223-228. |
APA | Berger, Florian.,Plutschack, Matthew B..,Riegger, Julian.,Yu, Wanwan.,Speicher, Samira.,...&Ritter, Tobias.(2019).Site-selective and versatile aromatic C-H functionalization by thianthrenation.NATURE,567(7747),223-228. |
MLA | Berger, Florian,et al."Site-selective and versatile aromatic C-H functionalization by thianthrenation".NATURE 567.7747(2019):223-228. |
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