Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(14), С. 2299 - 2309
Опубликована: Июнь 12, 2023
Abstract
The
employing
visible
light
to
drive
organic
transformations
is
the
most
promising
choice
meet
needs
for
green
synthesis,
in
which
reactions
promoted
by
may
provide
a
more
efficient
and
greener
method.
Currently,
abundant
methods
activation
functionalization
of
reaction
substrates
have
relied
on
direct
single‐electron
transfer
(SET)
between
excited
photocatalyst
substrates,
these
wonderful
works
were
summarized
docoumented
many
reviews.
As
complement
above
reactions,
photoredox‐mediated
atom
(photocatalyst‐to‐HAT
catalyst‐to‐substrates)
generate
radical
species
are
showing
an
explosively
growing
trend.
In
this
review,
we
highlight
recent
significant
developments
rapidly
area,
mainly
focusing
photoinduced
base‐to‐substrates
charge
reactions.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(29)
Опубликована: Март 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.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(10), С. 1538 - 1564
Опубликована: Март 6, 2023
Abstract
Quaternary
pyridinium
compounds
are
valuable
intermediates
in
organic
synthesis,
which
have
gained
immense
popularity
the
synthetic
community.
The
application
of
transition
metal
or
photoredox
catalysis
transforming
quaternary
into
various
C−C
and
C−X
bonds
is
well
established.
A
majority
these
methods
require
high
temperatures,
expansive
catalysts,
delicate
conditions
for
successful
execution.
On
other
hand,
use
metal‐free
photocatalysis‐free
strategies
constructing
using
derivatives
has
been
sought‐after.
In
this
context,
electron‐donor‐acceptor
(EDA)‐complex
reactions
emerged
as
a
state‐of‐the‐art
methodology,
do
not
any
photocatalyst
their
EDA‐complex
photochemistry
takes
advantage
electron‐acceptor
ability
derivatives,
can
quickly
generate
radical
precursor
via
deaminative
process.
These
newly
generated
useful
several
transformations.
We
hereby,
review,
discuss
an
area
major
progress
mediated
involving
with
mechanism,
substrate
scope,
limitations.
magnified
image
Nature Communications,
Год журнала:
2024,
Номер
15(1)
Опубликована: Фев. 16, 2024
Abstract
Photoexcitation
of
the
electron-donor-acceptor
complexes
have
been
an
effective
approach
to
achieve
radicals
by
triggering
electron
transfer.
However,
catalytic
version
complex
photoactivation
is
quite
underdeveloped
comparing
well-established
utilization
electronically
biased
partners.
In
this
work,
we
utilize
4-nitrophthalonitrile
as
acceptor
facilitate
efficient
π-stacking
with
electron-rich
aromatics
form
complex.
The
characterization
and
energy
profiles
on
cocrystal
1,3,5-trimethoxybenzene
disclose
that
transfer
highly
favorable
under
light
irradiation.
This
catalyst
can
be
efficiently
applied
in
benzylic
C−H
bond
developing
Giese
reaction
alkylanisoles
oxidation
benzyl
alcohols.
A
broad
scope
tolerated
a
mechanism
also
proposed.
Moreover,
corresponding
π-anion
interaction
potassium
formate
further
hydrocarboxylation
alkenes
efficiently.
Organic Letters,
Год журнала:
2023,
Номер
25(20), С. 3784 - 3789
Опубликована: Май 16, 2023
An
efficient
strategy
for
the
preparation
of
aryl
phosphonates
via
blue-light-promoted
single
electron
transfer
process
an
EDA
complex
between
phosphites
and
thianthrenium
salts
has
been
demonstrated.
The
corresponding
substituted
were
obtained
in
good
to
excellent
yields,
byproduct
thianthrene
can
be
recovered
reused
quantity.
This
developed
method
realizes
construction
through
indirect
C-H
functionalization
arenes,
which
potential
application
value
drug
discovery
development.
ACS Catalysis,
Год журнала:
2023,
Номер
13(12), С. 7756 - 7794
Опубликована: Май 25, 2023
A
selection
of
perfluoroalkylation
reactions
aliphatic
substrates
that
display
methodological
and
synthetic
amplitude
will
be
studied,
giving
examples
their
applications
mechanistic
details.
An
array
approaches
for
fluoroalkylation
are
documented;
in
particular,
radical
protocols
prominent
among
methods.
To
effect,
addition
perfluoroalkyl
radicals
RF
(RF=CnF2n+1,
n
>
1)
to
unsaturated
organic
serve
as
one
the
most
direct
efficacious
ways
access
fluoroalkylated
scaffolds.
The
syntheses
perfluoroalkyl-substituted
vinyl,
alkynyl,
allylic
compounds;
hydro-,
iodo-,
oxy-perfluoroalkylated
alkanes
olefins;
carbonyl
enamides,
amides,
thioamides,
hydrazones;
multicomponent
studied.
While
there
a
number
accomplished
reports
on
organofluorination,
we
aim
provide
an
overview
radical-involved
substrates,
covering
from
2018
early
2023,
summarized
Tables
1–4.
Green Chemistry,
Год журнала:
2023,
Номер
25(5), С. 1948 - 1954
Опубликована: Янв. 1, 2023
Visible
light-induced
perfluoroalkylation
of
[1.1.1]propellane
provides
a
sustainable
way
to
incorporate
perfluoroalkyl-substituted
BCPs
into
various
heterocycles.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2288 - 2295
Опубликована: Фев. 4, 2023
A
simple
and
practical
electron
donor-acceptor
(EDA)
strategy
to
synthesize
various
3-alkylated
coumarins
from
easily
available
naturally
abundant
carboxylic
acids
under
photocatalyst-,
oxidant-,
additive-free
mild
conditions
is
reported.
Using
Na2S
as
the
catalytic
donor,
a
series
of
primary,
secondary,
tertiary
carbon
radicals
can
be
efficiently
generated,
EDA
complex
regenerated
without
an
alkaline
additive.
Chemical Science,
Год журнала:
2023,
Номер
14(13), С. 3470 - 3481
Опубликована: Янв. 1, 2023
Recently,
photochemistry
of
Electron
Donor-Acceptor
(EDA)
complexes
employing
catalytic
amounts
electron
donors
have
become
interest
as
a
new
methodology
in
the
catalysis
field,
allowing
for
decoupling
transfer
(ET)
from
bond-forming
event.
However,
examples
practical
EDA
systems
regime
remain
scarce,
and
their
mechanism
is
not
yet
well-understood.
Herein,
we
report
discovery
an
complex
between
triarylamines
α-perfluorosulfonylpropiophenone
reagents,
catalyzing
C-H
perfluoroalkylation
arenes
heteroarenes
under
visible
light
irradiation
pH-
redox-neutral
conditions.
We
elucidate
this
reaction
using
detailed
photophysical
characterization
complex,
resulting
triarylamine
radical
cation,
its
turnover
