Sulfur Fluoride Exchange (SuFEx)

M. C. Giel, C. J. Smedley, J. E. Moses

Research output: Chapter in Book/Report/Conference proceedingChapter (Book)Otherpeer-review

6 Citations (Scopus)

Abstract

Sulfur Fluoride Exchange (SuFEx) click chemistry is a new generation technology for creating stable molecular connections with absolute reliability under metal-free conditions. SuFEx builds upon the fundamental principles of click chemistry by exploiting a unique blend of stability and latent reactivity of high oxidation state sulfur fluoride [e.g., S(VI)] functionalities to forge stable covalent linkages at connective SuFEx hubs. In this review, we focus mainly on the SuFEx hubs, sulfuryl fluoride (SO2F2), thionyl tetrafluoride (SOF4), ethenesulfonyl fluoride (ESF), 1-bromoethene-1-sulfonyl fluoride (BESF) and, 2-substituted alkyne-1-sulfonyl fluorides (SASFs). We describe each connector's unique reactivity and their application to SuFEx click chemistry.

Original languageEnglish
Title of host publicationClick Chemistry
EditorsFloris P J T Rutjes
Place of PublicationStuttgart Germany
PublisherGeorg Thieme
Chapter5
Pages435-484
Number of pages50
Edition1st
ISBN (Electronic)9783132435575
ISBN (Print)9783132435568
DOIs
Publication statusPublished - 2022

Publication series

NameScience of Synthesis
Number4
Volume2021
ISSN (Print)2510-5469
ISSN (Electronic)2566-7297

Keywords

  • 1-bromoethene-1-sulfonyl fluoride
  • 2-substituted alkyne-1-sulfonyl fluorides
  • click chemistry
  • connective hubs
  • diversity-oriented click reactions
  • ethenesulfonyl fluoride
  • sulfur fluoride exchange (SuFEx)
  • sulfur fluorides
  • sulfuryl fluoride
  • thionyl tetrafluoride

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