Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: Nov. 28, 2022
Electrochemical
asymmetric
catalysis
has
emerged
as
a
sustainable
and
promising
approach
to
the
production
of
chiral
compounds
utilization
both
anode
cathode
working
electrodes
would
provide
unique
for
organic
synthesis.
However,
precise
matching
rate
electric
potential
anodic
oxidation
cathodic
reduction
make
such
idealized
electrolysis
difficult
achieve.
Herein,
cross-coupling
between
α-chloroesters
aryl
bromides
is
probed
model
reaction,
wherein
alkyl
radicals
are
generated
from
through
sequential
oxidative
electron
transfer
process
at
anode,
while
nickel
catalyst
reduced
lower
state
cathode.
Radical
clock
studies,
cyclic
voltammetry
analysis,
paramagnetic
resonance
experiments
support
synergistic
involvement
redox
events.
This
electrolytic
method
provides
an
alternative
avenue
that
could
find
significant
utility
in
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(3), P. 3180 - 3218
Published: Nov. 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.
Green Chemistry,
Journal Year:
2020,
Volume and Issue:
22(11), P. 3358 - 3375
Published: Jan. 1, 2020
This
tutorial
bridges
an
important
knowledge
gap
by
providing
easily
accessible
introduction
that
enables
synthetic
chemists
to
explore
electrochemistry.
Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
142(22), P. 9872 - 9878
Published: May 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.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(38), P. 15599 - 15605
Published: Sept. 17, 2021
An
electrochemical
asymmetric
coupling
of
secondary
acyclic
amines
with
ketones
via
a
Shono-type
oxidation
has
been
described,
affording
the
corresponding
amino
acid
derivatives
good
to
excellent
diastereoselectivity
and
enantioselectivity.
The
addition
an
N-oxyl
radical
as
redox
mediator
could
selectively
oxidize
substrate
rather
than
product,
although
their
potential
difference
is
subtle
(about
13
mV).
This
transformation
proceeds
in
absence
stoichiometric
additives,
including
metals,
oxidants,
electrolytes,
which
gives
it
functional
group
compatibility.
Mechanistic
studies
suggest
that
proton-mediated
racemization
product
prevented
by
reduction
protons
at
cathode.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(16), P. 7206 - 7237
Published: Jan. 1, 2022
This
review
covers
the
recent
progress
in
electro-/photo-catalytic
alkene-derived
radical
cation
chemistry
for
organic
synthesis,
including
synthetic
strategies,
plausible
mechanisms
and
further
research
outlook.
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(35), P. 15254 - 15259
Published: May 12, 2020
Abstract
A
novel
strategy
for
asymmetric
Shono‐type
oxidative
cross‐coupling
has
been
developed
by
merging
copper
catalysis
and
electrochemistry,
affording
C1‐alkynylated
tetrahydroisoquinolines
with
good
to
excellent
enantioselectivity.
The
use
of
TEMPO
as
a
co‐catalytic
redox
mediator
is
crucial
not
only
oxidizing
tetrahydroisoquinoline
an
iminium
ion
species
but
also
decreasing
the
oxidation
potential
reaction.
bisoxazoline
ligand
reported.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(9), P. 2783 - 2788
Published: Jan. 1, 2022
Despite
indisputable
progress
in
the
development
of
electrochemical
transformations,
electrocatalytic
annulations
for
synthesis
biologically
relevant
three-dimensional
spirocyclic
compounds
has
as
yet
not
been
accomplished.
In
sharp
contrast,
herein,
we
describe
palladaelectro-catalyzed
C-H
activation/[3
+
2]
spiroannulation
alkynes
by
1-aryl-2-naphthols.
Likewise,
a
cationic
rhodium(iii)
catalyst
was
shown
to
enable
electrooxidative
[3
spiroannulations
via
formal
C(sp3)-H
activations.
The
versatile
featured
broad
substrate
scope,
employing
electricity
green
oxidant
lieu
stoichiometric
chemical
oxidants
under
mild
conditions.
An
array
enones
and
diverse
spiropyrazolones,
bearing
all-carbon
quaternary
stereogenic
centers
were
thereby
accessed
user-friendly
undivided
cell
setup,
with
molecular
hydrogen
sole
byproduct.
