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SUMMARY:Development of New Trifluoromethoxide Reagents for Nucleophilic Sub
 stitution Reactions
LOCATION:Chemistry A101
TZID:America/Denver
DTSTART:20220606T160000
UID:2026-04-24-17-28-23@natsci.colostate.edu
DTSTAMP:20260424T172823
Description:About the Talk:\n\nThe trifluoromethoxy (-OCF3) substituent has
  emerged as a prominent functional group in the development of new pharmac
 euticals\, agrochemicals\, and functional materials. A widely utilized app
 roach to form carbon-OCF3 bonds is nucleophilic substitution of electrophi
 les with trifluoromethoxide. Despite significant developments in this area
 \, facile decomposition of trifluoromethoxide into difluorocarbonyl and fl
 uoride has prevented the development and commercialization of shelf-stable
  trifluoromethoxide salts. Instead\, reagents have been developed that rel
 ease trifluoromethoxide in situ upon treatment with a nucleophile or a bas
 e. Beyond practical limitations such as reagent volatility and cost\, the 
 electrophile scope of this approach is limited to alkyl halides and few ar
 omatic compounds. Meanwhile\, fluoride substitution is a significant compe
 ting side reaction\, limiting reaction yields and complicating purificatio
 n. The overall goal of this proposal is to invent new trifluoromethoxide r
 eagents that address the practical limitations of modern reagents and expa
 nd the scope of electrophile coupling partners in trifluoromethoxide subst
 itution reactions. Success within this work could be translated to the dev
 elopment of reagents that generate other unstable anions for nucleophilic 
 substitution reactions. 4:00 pm
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