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SUMMARY:Practical Method to Cleanly Generate Reactive Borylene Intermediate
 s for Novel Activation of Alkyl C‒N Bonds
LOCATION:Chemistry A101
TZID:America/Denver
DTSTART:20240617T160000
UID:2026-10-02-15-57-37@natsci.colostate.edu
DTSTAMP:20261002T155737
Description:Abstract:\n\nAs an emerging motif since the late 90s\, borylene
 s have been a central\, yet elusive\, point of interest. Free borylenes ha
 ve been spectroscopically characterized since the 1970s\, however\, have o
 nly recently been isolated as mono and bis(Lewis base)stabilized borylenes
 . These species possess a +1 oxidation state and differ from classical bor
 on derivatives wherein the formal boron oxidation state is +3. Lewis-base 
 ligated borylenes mimic singlet carbene reactivity and have largely been u
 sed as ligands for transition metal catalysis and activation of mild bonds
 . I propose the in situ generation of borylenes via tandem reduction of di
 haloborons in the presence of transition metals. This activation strategy 
 will be used to generate a reactive borylene species which can participate
  in insertion reactions with unactivated bonds (e.g.\, C‒H of hydrocarbo
 ns\, C‒O of THF\, borirane on naphthalene). Specifically\, this reactive
  boron species will be used to develop a general C‒N insertion protocol 
 as it is not as well-defined as analogous C‒O and C‒H insertion chemis
 try. The goal of this proposal is to develop a general amine editing appro
 ach via boron insertion. 4:00 pm
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