Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(45)
Опубликована: Июнь 16, 2023
Abstract
Electrochemistry
utilizes
electrons
as
a
potent,
controllable,
and
traceless
alternative
to
chemical
oxidants
or
reductants,
typically
offers
more
sustainable
option
for
achieving
selective
organic
synthesis.
Recently,
the
merger
of
electrochemistry
with
readily
available
electrophiles
has
been
recognized
viable
increasingly
popular
methodology
efficiently
constructing
challenging
C−C
C‐heteroatom
bonds
in
manner
complex
molecules.
In
this
mini‐review,
we
have
systematically
summarized
most
recent
advances
electroreductive
cross‐electrophile
coupling
(eXEC)
reactions
during
last
decade.
Our
focus
on
electrophiles,
including
aryl
alkyl
(pseudo)halides,
well
small
molecules
such
CO
2
,
SO
D
O.
ACS Central Science,
Год журнала:
2020,
Номер
6(8), С. 1317 - 1340
Опубликована: Июль 16, 2020
As
the
breadth
of
radical
chemistry
grows,
new
means
to
promote
and
regulate
single-electron
redox
activities
play
increasingly
important
roles
in
driving
modern
synthetic
innovation.
In
this
regard,
photochemistry
electrochemistry-both
considered
as
niche
fields
for
decades-have
seen
an
explosive
renewal
interest
recent
years
gradually
have
become
a
cornerstone
organic
chemistry.
Outlook
article,
we
examine
current
state-of-the-art
areas
electrochemistry
photochemistry,
well
nascent
area
electrophotochemistry.
These
techniques
employ
external
stimuli
activate
molecules
imbue
privileged
control
reaction
progress
selectivity
that
is
challenging
traditional
chemical
methods.
Thus,
they
provide
alternative
entries
known
reactive
intermediates
enable
distinct
strategies
were
previously
unimaginable.
Of
many
hallmarks,
electro-
are
often
classified
"green"
technologies,
promoting
reactions
under
mild
conditions
without
necessity
potent
wasteful
oxidants
reductants.
This
reviews
most
growth
these
with
special
emphasis
on
conceptual
advances
given
rise
enhanced
accessibility
tools
trade.
Chemical Society Reviews,
Год журнала:
2021,
Номер
50(18), С. 10058 - 10086
Опубликована: Янв. 1, 2021
This
tutorial
review
provides
an
overview
of
the
most
recent
developments
in
electrochemical
oxidative
cross-coupling
with
hydrogen
evolution
involving
radicals.
Chemical Reviews,
Год журнала:
2021,
Номер
122(3), С. 3180 - 3218
Опубликована: Ноя. 19, 2021
Synthetic
organic
electrosynthesis
has
grown
in
the
past
few
decades
by
achieving
many
valuable
transformations
for
synthetic
chemists.
Although
electrocatalysis
been
popular
improving
selectivity
and
efficiency
a
wide
variety
of
energy-related
applications,
last
two
decades,
there
much
interest
to
develop
conceptually
novel
transformations,
selective
functionalization,
sustainable
reactions.
This
review
discusses
recent
advances
combination
electrochemistry
homogeneous
transition-metal
catalysis
synthesis.
The
enabling
mechanistic
studies
are
presented
alongside
advantages
as
well
future
directions
address
challenges
metal-catalyzed
electrosynthesis.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(34), С. 14275 - 14280
Опубликована: Июнь 3, 2020
Heteroarenes
are
structural
motifs
found
in
many
bioactive
compounds
and
functional
materials.
Dehydrogenative
cross-coupling
of
heteroarenes
with
aliphatic
C-H
bonds
provides
straightforward
access
to
functionalized
from
readily
available
Established
methods
employ
stoichiometric
chemical
oxidants
under
conditions
heating
or
light
irradiation.
By
merging
electrochemistry
photochemistry,
we
have
achieved
efficient
photoelectrochemical
dehydrogenative
C(sp3
)-H
donors
through
H2
evolution,
without
the
addition
metal
catalysts
oxidants.
Mechanistically,
donor
is
converted
a
nucleophilic
carbon
radical
H-atom
transfer
chlorine
atom,
which
produced
by
irradiation
anodically
generated
Cl2
Cl-
.
The
then
undergoes
substitution
heteroarene
afford
alkylated
products.
Angewandte Chemie International Edition,
Год журнала:
2020,
Номер
59(26), С. 10626 - 10632
Опубликована: Март 30, 2020
Abstract
Decarboxylative
C−H
functionalization
reactions
are
highly
attractive
methods
for
forging
carbon–carbon
bonds
considering
their
inherent
step‐
and
atom‐economical
features
the
pervasiveness
of
carboxylic
acids
bonds.
An
ideal
approach
to
achieve
these
dehydrogenative
transformations
is
through
hydrogen
evolution
without
using
any
chemical
oxidants.
However,
effective
couplings
by
decarboxylative
bond
formation
with
proton
reduction
remain
an
unsolved
challenge.
Herein,
we
report
electrophotocatalytic
that
merges
organic
electrochemistry
photocatalysis
efficient
direct
alkylation
carbamoylation
heteroaromatic
compounds
evolution.
This
method,
which
combines
high
efficiency
selectivity
in
promoting
decarboxylation
superiority
effecting
reduction,
enables
coupling
a
wide
range
bases
variety
oxamic
acids.
Advantageously,
this
method
scalable
decagram
amounts,
applicable
late‐stage
drug
molecules.
A
heterogeneous
catalyst
is
a
backbone
of
modern
sustainable
green
industries;
and
understanding
the
relationship
between
its
structure
properties
key
for
advancement.
Recently,
many
upscaling
synthesis
strategies
development
variety
respectable
control
atomically
precise
catalysts
are
reported
explored
various
important
applications
in
catalysis
energy
environmental
remediation.
Precise
atomic-scale
has
allowed
to
significantly
increase
activity,
selectivity,
some
cases
stability.
This
approach
proved
be
relevant
related
technologies
such
as
fuel
cell,
chemical
reactors
organic
synthesis,
Therefore,
this
review
aims
critically
analyze
recent
progress
on
single-atom
(SACs)
application
oxygen
reduction
reaction,
evolution
hydrogen
and/or
electrochemical
transformations.
Finally,
opportunities
that
may
open
up
future
summarized,
along
with
suggesting
new
possible
exploitation
SACs.
Journal of the American Chemical Society,
Год журнала:
2020,
Номер
142(22), С. 9872 - 9878
Опубликована: Май 11, 2020
A
scalable
enantioselective
nickel-catalyzed
electrochemical
reductive
homocoupling
of
aryl
bromides
has
been
developed,
affording
enantioenriched
axially
chiral
biaryls
in
good
yield
under
mild
conditions
using
electricity
as
a
reductant
an
undivided
cell.
Common
metal
reductants
such
Mn
or
Zn
powder
resulted
significantly
lower
yields
the
absence
electric
current
otherwise
identical
conditions,
underscoring
enhanced
reactivity
provided
by
combination
transition
catalysis
and
electrochemistry.