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

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

Content Provider	Scilit
Author	Lee, Eunsung Pietrasiak, Ewa
Copyright Year	2020
Description	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 $S_{N}$Ar 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 $S_{N}$Ar 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
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0040-1707106.pdf
Ending Page	1360
Page Count	12
Starting Page	1349
ISSN	09365214
e-ISSN	14372096
DOI	10.1055/s-0040-1707106
Journal	Synlett
Issue Number	14
Volume Number	31
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2020-05-07
Access Restriction	Open
Subject Keyword	Inorganic Chemistry Organic Chemistry Nucleophilic Substitution Main Group Elements
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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