Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
Abstract
Selective
C−F
bond
activation
through
a
radical
pathway
in
the
presence
of
multiple
C−H
bonds
remains
formidable
challenge,
owing
to
extraordinarily
strong
strength
bond.
By
aid
density
functional
theory
calculations,
we
disclose
an
innovative
concerted
electron‐fluoride
transfer
mechanism,
harnessing
unique
reactivity
Lewis
base‐boryl
radicals
selectively
activate
resilient
fluoroalkanes.
This
enables
direct
abstraction
fluorine
atom
and
subsequent
generation
alkyl
radical,
thus
expanding
boundaries
halogen
reactions.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(19), P. 3799 - 3842
Published: Jan. 1, 2024
Tetrabutylammonium
decatungstate
(TBADT)
has
recently
emerged
as
an
intriguing
photocatalyst
under
visible-light
or
near-visible-light
irradiation
in
a
wide
range
of
organic
reactions
that
were
previously
not
conceivable.
Given
its
ability
to
absorb
visible
light
and
excellent
effectiveness
activating
unactivated
chemical
bonds,
it
is
promising
addition
traditional
photocatalysts.
This
review
covers
some
the
contemporary
developments
photocatalysis
enabled
by
TBADT
catalyst
2023,
with
contents
organized
reaction
type.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(32), P. 4275 - 4289
Published: Jan. 1, 2024
This
review
describes
the
recent
research
on
radical
hydroboration,
which
covers
different
boron
sources
including
N-heterocyclic
carbene
borane,
bis(pinacolato)diboron
and
pinacolborane,
as
well
strategies
in
boryl
generation.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(6), P. 4652 - 4656
Published: Jan. 1, 2025
In
the
absence
of
photoredox
catalyst,
we
achieved
radical
borylation
and
lactonization
propargyl
acetates
under
light
irradiation
using
N-heterocyclic
carbene
borane,
leading
to
synthesis
substituted
4-(NHC-boryl)-2(5
H
)-furanones.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(22), P. 3824 - 3829
Published: Sept. 23, 2023
Abstract
A
photo‐induced
metal‐free
radical
hydroboration
of
various
styrenes
with
NHC‐borane
has
been
developed,
which
can
provide
mono‐
and
di‐alkylated
boranes
in
a
selective
manner.
Besides,
this
strategy
also
be
applied
to
prepare
di‐functionalized
two
different
alkyl
groups.
Mild
reaction
conditions
good
functional
groups
compatibility
were
observed.
Preliminary
mechanism
for
was
proposed.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(21), P. 15151 - 15158
Published: Oct. 18, 2023
NHC-boranes
have
been
treated
as
a
reliable
source
of
boryl
radicals.
In
this
study,
regioselective
hydroborylation
ketene
dithioacetals
with
NHC-borane
was
achieved
under
mild
conditions
via
visible-light-promoted
radical
chain
process
using
thiophenol
proton
donor
and
hydrogen
atom
transfer.
This
protocol
features
low-cost
catalyst,
good
functional
group
tolerance,
relatively
broad
range
substrate
scope,
to
excellent
yields.
Moreover,
mechanism
reaction
preliminarily
studied.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(17), P. 4785 - 4793
Published: Jan. 1, 2024
Reported
herein
is
a
method
that
merges
organophotoredox
and
hydrogen
atom
transfer
catalysis
to
enable
the
C–H
borylation
of
heterocycles
using
O
2
as
an
environmentally
friendly
oxidant.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
31(8)
Published: Nov. 13, 2024
The
advanced
strategy
using
Lewis
base-boryl
radicals
(LBRs)
has
recently
been
proposed
for
the
addition
of
alkyl
substituents
to
full-carbon
quaternary
center
an
organic
molecule.
However,
as
rate-determining
step
in
whole
route,
reaction
rate
constants
LBRs
with
substrates
are
extremely
lacking.
In
this
paper,
4-dimethylaminopyridine
(DMAP)-BH2⋅
was
selected
a
representative
LBRs,
and
its
reactions
six
monochloro-substituted
substrates,
including
three
methyl
chlorobenzoates
chlorinated
acetanilides
were
studied
experiments
theoretical
calculations.
bimolecular
constants,
kq,
determined
laser
flash
photolysis
approach.
By
comparing
activation
energies
along
two
pathways,
we
have
clarified
attacking
carbonyl
oxygen
instead
chlorine
atom.
Furthermore,
noncovalent
interaction
(NCI)
analyses
on
these
indicate
that
weak
interactions,
such
hydrogen-bonding
van
der
Waals
significant
influence
reactivity
substrates.
Our
study
provides
concrete
clues
extend
synthetic
strategy.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(22), P. 2804 - 2810
Published: July 17, 2024
Comprehensive
Summary
A
greener
and
more
convenient
alternative
to
traditional
methods
for
the
generation
of
thiyl
radical
as
hydrogen
atom
transfer
(HAT)
catalyst
is
developed,
using
molecular
oxygen
oxidize
thiol
without
need
chemical
initiators
or
light
irradiation.
The
thiol/oxygen
catalysis
enables
selective
efficient
difunctionalization
borane.