Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis
Chemical Reviews,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 26, 2024
Cross-electrophile
coupling
(XEC),
defined
by
us
as
the
cross-coupling
of
two
different
σ-electrophiles
that
is
driven
catalyst
reduction,
has
seen
rapid
progression
in
recent
years.
As
such,
this
review
aims
to
summarize
field
from
its
beginnings
up
until
mid-2023
and
provide
comprehensive
coverage
on
synthetic
methods
current
state
mechanistic
understanding.
Chapters
are
split
type
bond
formed,
which
include
C(sp
Язык: Английский
Kilo-Scale-Enabled Route toward PF-07907063, a Type II Brain Penetrant cMET Inhibitor
Organic Process Research & Development,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 7, 2025
Язык: Английский
Redox Activity and Potentials of Bidentate N‐Ligands Commonly Applied in Nickel‐Catalyzed Cross‐Coupling Reactions
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(48)
Опубликована: Сен. 12, 2024
Abstract
Bidentate
N
‐ligands
are
paramount
to
recent
advances
in
nickel‐catalyzed
cross‐coupling
reactions.
Through
comprehensive
organometallic,
spectroscopic,
and
computational
studies
on
bi‐oxazoline
imidazoline
ligands,
we
reveal
that
a
square
planar
geometry
enables
redox
activity
of
these
ligands
stabilizing
nickel
radical
species.
This
finding
contrasts
with
the
prior
assumption
lacks
due
strong
mesomeric
donation.
Moreover,
conducted
systematic
cyclic
voltammetry
(CV)
analyses
bidentate
pyridyl,
oxazoline,
nitrogen
along
their
corresponding
complexes.
Complexation
shifts
reduction
potentials
more
positive
region
narrows
differences
among
ligands.
Additionally,
various
led
different
degrees
bromide
dissociation
from
singly
reduced
(L)Ni(Ar)(Br)
complexes,
reflecting
varying
reactivity
subsequent
activation
alkyl
halides,
crucial
step
cross‐electrophile
coupling.
These
insights
highlight
significant
electronic
effects
stability
metalloradical
species
potentials,
which
interplay
coordination
geometry.
Quantifying
electron‐donating,
π‐accepting
properties
as
well
effect
catalyst
speciation,
provides
benchmarks
for
controlling
catalytic
enhancing
stability.
Язык: Английский
Redox Activity and Potentials of Bidentate N‐Ligands Commonly Applied in Nickel‐Catalyzed Cross‐Coupling Reactions
Angewandte Chemie,
Год журнала:
2024,
Номер
136(48)
Опубликована: Сен. 12, 2024
Abstract
Bidentate
N
‐ligands
are
paramount
to
recent
advances
in
nickel‐catalyzed
cross‐coupling
reactions.
Through
comprehensive
organometallic,
spectroscopic,
and
computational
studies
on
bi‐oxazoline
imidazoline
ligands,
we
reveal
that
a
square
planar
geometry
enables
redox
activity
of
these
ligands
stabilizing
nickel
radical
species.
This
finding
contrasts
with
the
prior
assumption
lacks
due
strong
mesomeric
donation.
Moreover,
conducted
systematic
cyclic
voltammetry
(CV)
analyses
bidentate
pyridyl,
oxazoline,
nitrogen
along
their
corresponding
complexes.
Complexation
shifts
reduction
potentials
more
positive
region
narrows
differences
among
ligands.
Additionally,
various
led
different
degrees
bromide
dissociation
from
singly
reduced
(L)Ni(Ar)(Br)
complexes,
reflecting
varying
reactivity
subsequent
activation
alkyl
halides,
crucial
step
cross‐electrophile
coupling.
These
insights
highlight
significant
electronic
effects
stability
metalloradical
species
potentials,
which
interplay
coordination
geometry.
Quantifying
electron‐donating,
π‐accepting
properties
as
well
effect
catalyst
speciation,
provides
benchmarks
for
controlling
catalytic
enhancing
stability.
Язык: Английский
Recent Advances in Nonprecious Metal Catalysis
Organic Process Research & Development,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 7, 2024
As
the
field
of
nonprecious
metal
catalysis
continues
to
expand,
we
pursue
a
review
series
covering
selected
transformations
in
this
area
over
short
time
interval
highlight
practical
advancements.
We
seek
raise
awareness
both
current
art
and
need
continue
development
toward
broader
applications
earth-abundant
metals
chemical
pharmaceutical
industries.
Язык: Английский
Nickel-Catalyzed Reductive Cyanation of Aryl Halides and Epoxides with Cyanogen Bromide
Molecules,
Год журнала:
2024,
Номер
29(24), С. 6016 - 6016
Опубликована: Дек. 20, 2024
Nitriles
are
valuable
compounds
because
they
have
widespread
applications
in
organic
chemistry.
This
report
details
the
nickel-catalyzed
reductive
cyanation
of
aryl
halides
and
epoxides
with
cyanogen
bromide
for
synthesis
nitriles.
robust
protocol
underscores
practicality
using
a
commercially
available
cost-effective
reagent.
A
variety
featuring
diverse
functional
groups,
such
as
-TMS,
-Bpin,
-OH,
-NH2,
-CN,
-CHO,
were
successfully
converted
into
nitriles
moderate-to-good
yields.
Moreover,
syntheses
at
gram-scale
application
late-stage
natural
products
drugs
reinforces
its
potentiality.
Язык: Английский