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SUMMARY:Synthetic Strategies toward Fluorosulfurylation of Organic Molecul
 es and Lewis- Acid Catalyzed Sulfur-Fluoride Exchange (SuFEx) - Professor 
 Nicholas Ball - Pomona College
DTSTART:20240607T130000Z
DTEND:20240607T140000Z
UID:TALK217465@talks.cam.ac.uk
CONTACT:Chung Tu
DESCRIPTION:Sulfur-fluoride exchange (SuFEx) chemistry is emerging as a pr
 omising synthetic tool in chemical\nbiology\, material science\, and synth
 etic chemistry. In synthesis\, sulfur (VI) fluorides show unique\npromise 
 as synthons in organic chemistry due to their stability versus other sulfu
 r (VI) halogen\nanalogues. The key to adopting SuFEx chemistry is the deve
 lopment of efficient modes to\nsynthesize and react to sulfur (VI) fluorid
 es. Research initiatives employing Lewis acids\, and\ntransition-metal che
 mistry toward synthesizing sulfonyl fluorides will be described. New SuFEx
 \nmethods that react a broad set of S(VI) fluorides with carbon\, oxygen\,
  and nitrogen-based\nnucleophiles towards structurally diverse S(VI) compo
 unds will also be presented.\nOur study introduces a novel SuFEx reaction 
 that synthesizes nitrogen-based sulfonylated\ncompounds from a variety of 
 S(VI) fluorides\, mediated via a Lewis acidic calcium salt. This\nreaction
 \, conducted under a unified set of reaction conditions\, allows for the c
 oupling of sulfonyl\nfluorides\, fluorosulfates\, and sulfamoyl fluorides 
 with various amines. The result is the synthesis\nof a wide array of aryl 
 and alkyl sulfonamides\, sulfamides\, and sulfamates in good to excellent\
 nyield. We will also discuss computational and NMR kinetic studies that ai
 m to elucidate the\nmechanism of Ca-activation\, as well as the lessons le
 arned from these mechanistic studies that\nhave led to new catalytic SuFEx
  reactions that work across an array of Lewis acids.
LOCATION:Chemistry Dept\, Unilever
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