Activation of C–F, Si–F, and S–F Bonds by N-Heterocyclic Carbenes and Their Isoelectronic Analogues,Synlett

当前位置： X-MOL 学术 › Synlett › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Activation of C–F, Si–F, and S–F Bonds by N-Heterocyclic Carbenes and Their Isoelectronic Analogues
Synlett ( IF 1.7 ) Pub Date : 2020-05-07 , DOI: 10.1055/s-0040-1707106
Eunsung Lee _{1,

2} , Ewa Pietrasiak ₁

Affiliation

Reactions involving C–F, Si–F, and S–F bond cleavage with N-heterocyclic carbenes and isoelectronic species are reviewed. Most examples involve activation of aromatic C–F bond via an SNAr pathway and nucleophilic substitution of fluorine in electron-deficient olefins. The mechanism of the C–F bond activation depends on the reaction partners and the reaction can proceed via addition–elimination, oxidative addition (concerted or stepwise) or metathesis. The adducts formed upon substitution find applications in organic synthesis, as ligands and as stable radical precursors, but in most cases, their full potential remains unexplored. 1 Introduction 1.1 The C–F Bond 1.2 C–F Bond Activation: A Short Summary 1.3 C–F Bond Activation: A Special Case of SNAr 1.4 N-Heterocyclic Carbenes (NHCs) 1.5 The Purpose of this Article 2 C–F bond Activation in Acyl Fluorides 3 Activation of Vinylic C–F Bonds 4 Activation of Aromatic C–F Bonds 5 X–F Bond Activation (X = S or Si) 6 C–F Bond Activation by Main Group Compounds Isoelectronic with NHCs 7 Conclusions and Outlook

中文翻译：

N-杂环卡宾及其等电子类似物对 C-F、Si-F 和 S-F 键的活化

综述了涉及 C-F、Si-F 和 S-F 键断裂与 N-杂环卡宾和等电子物质的反应。大多数例子涉及通过 SNAr 途径激活芳族 C-F 键和氟在缺电子烯烃中的亲核取代。C-F 键活化的机制取决于反应伙伴，反应可以通过加成消除、氧化加成（协同或逐步）或复分解进行。取代后形成的加合物可用于有机合成，作为配体和稳定的自由基前体，但在大多数情况下，它们的全部潜力仍未得到开发。1 引言 1.1 C-F 键 1.2 C-F 键激活：简短总结 1.3 C-F 键激活：SNAr 1.4 N-杂环卡宾 (NHC) 的特例 1.

更新日期：2020-05-07

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11