Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(18), P. 7960 - 7965
Published: April 22, 2022
A
general
strategy
for
the
generation
of
hypervalent
boron-centered
carboranyl
radicals
at
B(3),
B(4),
and
B(9)
positions
has
been
developed
first
time
via
visible-light-promoted
iodine
atom
abstraction
from
iodo-o-carboranes
by
low-valent
nickel
complex.
These
react
with
various
(hetero)arenes
to
afford
a
wide
range
cage
B-arylated
carborane
derivatives
room
temperature
in
very
good
excellent
yields
broad
substrate
scope.
Their
electrophilicities
are
dependent
on
vertex
charges
follow
order
B(3)
>
B(4)
B(9).
Both
visible
light
catalyst
proved
critical
radicals.
The
involvement
boron
is
supported
control
experiments.
reaction
mechanism
associated
these
reactions
also
proposed.
This
offers
new
protocol
selected
vertex,
leading
facile
synthesis
large
class
substituted
molecules.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(46), P. 13690 - 13707
Published: Jan. 1, 2022
This
review
summarizes
the
synthesis
of
diverse
organothianthrenium
salts
from
various
precursors
and
their
applications
in
organic
to
forge
new
C–C,
C–H
C–heteroatom
bonds
by
C–S
bond
cleavage
with
different
mechanistic
considerations.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(19), P. 5659 - 5666
Published: Jan. 1, 2022
General
photoactivation
of
EDA
complexes
between
arylsulfonium
salts
and
1,4-diazabicyclo[2.2.2]octane
was
discovered.
This
practical
mode
enables
the
generation
aryl
radicals
for
C–H
functionalization
arenes.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(29)
Published: March 24, 2023
Abstract
The
photoactivation
of
electron
donor‐acceptor
complexes
has
emerged
as
a
sustainable,
selective
and
versatile
strategy
for
the
generation
radical
species.
Electron
(EDA)
complexation,
however,
imposes
electronic
constraints
on
donor
acceptor
components
this
can
limit
range
radicals
that
be
generated
using
approach.
New
EDA
complexation
strategies
exploiting
sulfonium
salts
allow
to
from
native
functionality.
For
example,
aryl
salts,
formed
by
activation
arenes,
serve
in
due
their
electron‐deficient
nature.
This
“sulfonium
tag”
approach
relaxes
parent
substrate
dramatically
expands
complexation.
In
review,
these
new
applications
will
introduced
areas
chemical
space
rendered
accessible
through
innovation
highlighted.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(4), P. 581 - 586
Published: Jan. 25, 2023
A
practical
electrochemically
driven
method
for
fluorosulfonylation
of
both
aryl
and
alkyl
thianthrenium
salts
has
been
disclosed.
The
strategy
does
not
need
external
redox
reagents
or
metal
catalysts.
In
combination
with
C-H
thianthrenation
aromatics,
this
provides
a
new
tool
the
site-selective
drugs.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(36), P. 5343 - 5364
Published: Jan. 1, 2023
The
activation
and
transformation
of
organic
chemical
bonds
is
a
fundamental
scientific
problem.
In
the
past
several
decades,
C-S
bond
cleavage
for
construction
C-C
C-heteroatom
has
received
tremendous
attention
in
chemistry.
Although
significant
progress
been
made
field
transition
metal
strategies,
variety
novel
transition-metal-free
strategies
have
also
developed
using
halogenated
reagents,
oxidants,
acids,
bases.
Moreover,
photochemical
electrochemical
methods
to
achieve
organosulfur
compounds.
To
date,
however,
no
comprehensive
review
reported.
Therefore,
we
herein
provide
major
advances
compounds,
including
thioethers,
sulfoxides,
sulfones,
thioacetals,
sulfonium
salts,
sulfur
ylides.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Jan. 15, 2024
Abstract
Direct
and
site-selective
C-H
functionalization
of
alkenes
under
environmentally
benign
conditions
represents
a
useful
attractive
yet
challenging
transformation
to
access
value-added
molecules.
Herein,
unified
protocol
for
variety
intermolecular
Heck-type
functionalizations
C
sp2
-H
bond
has
been
developed
by
thianthrenation.
The
reaction
features
metal-free
operationally
simple
exclusive
cine
-selective
aliphatic
aryl
forge
C-C,
C-N,
C-P,
C-S
bonds
at
room
temperature,
providing
general
with
nucleophiles
(Nu
=
sulfinates,
cyanides,
amines,
amides).
Alkenes
undergo
-sulfonylation,
cyanation,
amination
afford
alkenyl
sulfones,
nitriles
enamines.
Chem,
Journal Year:
2024,
Volume and Issue:
10(4), P. 1240 - 1251
Published: Feb. 13, 2024
The
photoactivation
of
sulfonium
salt
EDA
(electron
donor-acceptor)
complexes
provides
a
mild
platform
for
aryl-radical-mediated
halogen
atom
transfer
activation
wide
range
functionalized
alkyl
iodides,
including
tertiary
iodides.
Using
an
aryl
with
carbonate
as
inexpensive
donor
complex
formation,
the
general
reaction
has
been
applied
in
divergent,
metal-free
photochemical
approach
to
nitriles
and
amides.
This
divergency
was
made
possible
by
tuning
isocyanide
radical
traps.
For
example,
identification
readily
accessible,
bench-stable,
crystalline
amide
containing
grants
access
nitrile
products
complete
selectivity.
