Silicon‐Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Abstract: SuFEx reactions, in which an S−F moiety reacts with a silyl‐protected phenol, have been developed as powerful click reactions. In the current paper we open up the potential of SuFEx reactions as enantioselective reactions, analyze the role of Si and outline the mechanism of this reaction. As a result, fast, high‐yielding, “Si‐free” and enantiospecific SuFEx reactions of sulfonimidoyl fluorides have been developed, and their mechanism shown, by both experimental and theoretical methods, to yield chiral products.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Silicon‐Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism ; volume:59 ; number:19 ; year:2020 ; pages:7494-7500 ; extent:7
Angewandte Chemie / International edition. International edition ; 59, Heft 19 (2020), 7494-7500 (gesamt 7)
- Creator
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Liang, Dong‐Dong
Streefkerk, Dieuwertje E.
Jordaan, Daan
Wagemakers, Jorden
Baggerman, Jacob
Zuilhof, Han
- DOI
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10.1002/anie.201915519
- URN
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urn:nbn:de:101:1-2022061511074021761692
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:29 AM CEST
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Associated
- Liang, Dong‐Dong
- Streefkerk, Dieuwertje E.
- Jordaan, Daan
- Wagemakers, Jorden
- Baggerman, Jacob
- Zuilhof, Han
Other Objects (12)
Silicon‐Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Fluoride transport in Arabidopsis thaliana plants is impaired in Fluoride EXporter (FEX) mutants
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Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
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Silicon‐Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Fluoride transport in Arabidopsis thaliana plants is impaired in Fluoride EXporter (FEX) mutants
C-SuFEx linkage of sulfonimidoyl fluorides and organotrifluoroborates
Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
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Reactions of Dichloroacetyl Fluoride in Superacidic Media
Arginine Accelerates Sulfur Fluoride Exchange and Phosphorus Fluoride Exchange Reactions between Proteins
Arginine Accelerates Sulfur Fluoride Exchange and Phosphorus Fluoride Exchange Reactions between Proteins
"Der Schach-Fex"
FEX ONE SHAO
Silicon‐Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Fluoride transport in Arabidopsis thaliana plants is impaired in Fluoride EXporter (FEX) mutants
C-SuFEx linkage of sulfonimidoyl fluorides and organotrifluoroborates
Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
Sulfur–Phenolate Exchange: SuFEx‐Derived Dynamic Covalent Reactions and Degradation of SuFEx Polymers
Fex - Gay
"Der Fex"
Reactions of Dichloroacetyl Fluoride in Superacidic Media
Arginine Accelerates Sulfur Fluoride Exchange and Phosphorus Fluoride Exchange Reactions between Proteins
Arginine Accelerates Sulfur Fluoride Exchange and Phosphorus Fluoride Exchange Reactions between Proteins
"Der Schach-Fex"