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SUMMARY:Leveraging 1,2-Boronate Migration for the Difluoromethylation of Ar
 enes
LOCATION:Chemistry A101
TZID:America/Denver
DTSTART:20240514T160000
UID:2026-04-03-18-49-38@natsci.colostate.edu
DTSTAMP:20260403T184938
Description:About the Seminar:\n\nThe difluoromethyl functional group (–C
 F2H) is important in various pharmaceuticals and agrochemicals. This is du
 e to its many advantages\, such as behaving as a bioisostere of alcohols\,
  amines\, and thiols and lipophilic hydrogen donors through hydrogen bondi
 ng. The most common method to add difluoromethyl groups onto an arene is b
 y transition metal catalysis. However\,  the limitation of this approach 
 is the transmetalation is sluggish in the absence of bases\, but the prese
 nce of basic additives destabilizes the difluoromethyl nucleophile. Thus\,
  a new strategy to form difluoromethyl arenes and stable nucleophilic difl
 uoromethyl intermediates is highly sought-after. This proposal will develo
 p a novel metal-free difluoromethylation method of arenes via 1\,2-boronat
 e migration. Aim 1 will focus on the synthesis of difluoromethylation reag
 ents that will serve two roles first as a nucleophile to add to the aryl b
 oronic ester and then as an electrophile for the 1\,2-migration. Aim 2 wil
 l examine the 1\,2-migration of various substituted aryl boronic esters an
 d Aim 3 will apply this application to late-stage functionalization to ins
 tall –CF2H. These studies will allow access to valuable difluoromethyl p
 roducts in drug discovery and agrochemical research. 4:00 pm
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