Angewandte Chemie,
Год журнала:
2023,
Номер
136(8)
Опубликована: Дек. 23, 2023
Abstract
IMes
(IMes=1,3‐bis(2,4,6‐trimethylphenyl)imidazol‐2‐ylidene)
and
IPr
(IPr=1,3‐
bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene)
represent
by
far
the
most
frequently
used
N‐heterocyclic
carbene
ligands
in
homogeneous
catalysis,
however,
despite
numerous
advantages,
these
are
limited
lack
of
steric
flexibility
catalytic
pockets.
We
report
a
new
class
unique
unsymmetrical
that
characterized
freely‐rotatable
N‐aromatic
wingtips
imidazol‐2‐ylidene
architecture.
The
combination
rotatable
N−CH
2
Ar
bond
with
conformationally‐fixed
N−Ar
linkage
results
highly
modular
ligand
topology,
entering
range
geometries
inaccessible
to
IPr.
These
reactive
Cu(I)‐catalyzed
β‐hydroboration,
an
archetypal
borylcupration
process
has
had
transformative
impact
on
synthesis
boron‐containing
compounds.
Cu(I)‐NHC
this
been
commercialized
collaboration
MilliporeSigma
enable
broad
access
synthetic
chemistry
community.
gradually
cover
%V
bur
ranging
from
37.3
%
52.7
%,
latter
representing
largest
described
for
analogue,
while
retaining
full
N‐wingtip.
Considering
novel
geometrical
space
we
anticipate
concept
will
opportunities
organic
synthesis,
drug
discovery
stabilization
metal
centers.
The Journal of Physical Chemistry C,
Год журнала:
2023,
Номер
127(44), С. 21578 - 21584
Опубликована: Окт. 31, 2023
The
advancement
of
catalysis
has
been
significantly
propelled
by
the
evolution
bimetallic
nanocatalysts
from
their
monometallic
analogues.
Nevertheless,
fundamental
understanding
why
exhibit
superior
or
distinct
performances
compared
with
corresponding
counterparts
remains
elusive.
In
this
study,
we
implement
a
palladium–nickel
(PdNi)
nanoparticle-catalyzed
Sonogashira
cross-coupling
reaction
as
research
model,
which
is
vital
for
forming
carbon–carbon
bonds
in
organic
synthesis.
By
using
surface-enhanced
Raman
spectroscopy
(SERS),
find
that
exceptional
performance
observed
PdNi-catalyzed
results
positive
crowding-out
effect
active
Pd
species.
Furthermore,
study
shows
regulated
doping
Ni,
also
demonstrated
X-ray
photoelectron
(XPS)
and
density
functional
theory
(DFT)
calculations.
This
enlightens
intricate
synergistic
mechanism
governs
hence
provides
new
on
catalysts
over
catalysts.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
63(8)
Опубликована: Дек. 23, 2023
IMes
(IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)
and
IPr
(IPr=1,3-
bis(2,6-diisopropylphenyl)imidazol-2-ylidene)
represent
by
far
the
most
frequently
used
N-heterocyclic
carbene
ligands
in
homogeneous
catalysis,
however,
despite
numerous
advantages,
these
are
limited
lack
of
steric
flexibility
catalytic
pockets.
We
report
a
new
class
unique
unsymmetrical
that
characterized
freely-rotatable
N-aromatic
wingtips
imidazol-2-ylidene
architecture.
The
combination
rotatable
N-CH
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(30), С. 6181 - 6188
Опубликована: Янв. 1, 2024
The
esterification
of
carboxylic
acids
is
an
important
reaction
for
preparing
esters
which
find
wide
applications
in
various
research
fields.
In
this
manuscript,
we
report
acid/iodide
cooperative
catalytic
method
enables
highly
efficient
with
a
range
equivalent
O-H
nucleophiles
including
both
alcohols
and
weak
nucleophilic
phenols.
Under
the
conditions,
aromatic
aliphatic
those
bearing
functional
groups
work
well,
furnishing
corresponding
good
to
high
yields.
Moreover,
scalable
applicable
modification
bioactive
molecules.
These
results
demonstrate
synthetic
value
new
organic
synthesis.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(40)
Опубликована: Авг. 9, 2024
Abstract
A
palladium
catalyst
supported
on
silk
fibroin
(Pd/SF)
has
been
tested
in
the
Sonogashira
coupling
reactions
of
a
wide
range
aryl
iodides
and
terminal
alkynes.
The
best
catalytic
performance
was
obtained
at
90
°C
using
only
0.25
mol
%
metal
loading
under
copper‐free
conditions,
presence
H
2
O/EtOH
(3
:
v/v)
solvent
mixture
triethylamine
as
base,
affording
products
good
yields.
Pd/SF‐based
protocol
then
successfully
extended
to
synthesis
benzofurans
through
Sonogashira‐Cacchi
type
annulation
2‐iodophenol
with
Preliminary
investigations
recyclability
heterogeneous
behaviour
were
performed:
hot
filtration
test
leaching
evidenced
small
amount
soluble
active
species
into
reaction
mixture.
Nevertheless,
Pd/SF
could
be
reused
recharging
it
can
recycled
four
consecutive
runs
no
significant
deactivation.
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Abstract
In
this
study,
we
devised
a
practical
and
effective
method
for
synthesizing
ynones
from
terminal
alkynes
anhydride
utilizing
continuous
flow
apparatus
at
ambient
temperature.
Moreover,
coupled
the
with
hydrazines,
hydroxylamine
hydrochloride
to
synthesize
pyrazole
isoxazole
derivatives.
This
protocol's
unique
characteristics
include
metal‐free
approach,
mild
reaction
conditions,
short
residence
time,
wide
range
of
functional
group
tolerance.
Sustainable
strategies
are
most
useful
affordable
than
conventional
benchtop
approaches.
Angewandte Chemie,
Год журнала:
2023,
Номер
136(8)
Опубликована: Дек. 23, 2023
Abstract
IMes
(IMes=1,3‐bis(2,4,6‐trimethylphenyl)imidazol‐2‐ylidene)
and
IPr
(IPr=1,3‐
bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene)
represent
by
far
the
most
frequently
used
N‐heterocyclic
carbene
ligands
in
homogeneous
catalysis,
however,
despite
numerous
advantages,
these
are
limited
lack
of
steric
flexibility
catalytic
pockets.
We
report
a
new
class
unique
unsymmetrical
that
characterized
freely‐rotatable
N‐aromatic
wingtips
imidazol‐2‐ylidene
architecture.
The
combination
rotatable
N−CH
2
Ar
bond
with
conformationally‐fixed
N−Ar
linkage
results
highly
modular
ligand
topology,
entering
range
geometries
inaccessible
to
IPr.
These
reactive
Cu(I)‐catalyzed
β‐hydroboration,
an
archetypal
borylcupration
process
has
had
transformative
impact
on
synthesis
boron‐containing
compounds.
Cu(I)‐NHC
this
been
commercialized
collaboration
MilliporeSigma
enable
broad
access
synthetic
chemistry
community.
gradually
cover
%V
bur
ranging
from
37.3
%
52.7
%,
latter
representing
largest
described
for
analogue,
while
retaining
full
N‐wingtip.
Considering
novel
geometrical
space
we
anticipate
concept
will
opportunities
organic
synthesis,
drug
discovery
stabilization
metal
centers.
