Chemistry Letters,
Journal Year:
2024,
Volume and Issue:
53(4)
Published: March 29, 2024
Abstract
In
this
study,
we
report
a
mechanochemical
protocol
for
highly
efficient
and
air-tolerant
calcium-based
Birch
reduction.
The
developed
approach
allows
the
use
of
readily
available
calcium
metal
as
safer-to-handle
reductant
reduction
various
aromatic
compounds.
reaction
was
rapid
desired
dearomatization
products
were
obtained
in
good
yields
within
15
min
at
ambient
temperature.
Notably,
all
synthetic
operations
can
be
performed
under
conditions
without
complicated
setup
involving
inert
gases.
feasibility
gram-scale
synthesis
demonstrated,
further
highlighting
practical
utility
protocol.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(12), P. 4452 - 4457
Published: Jan. 1, 2024
In
this
study,
a
mechanochemical
protocol
for
highly
efficient
and
ammonia-free
sodium-based
Birch
reduction
was
developed,
leveraging
the
use
of
cheap
easy-to-handle
sodium
lumps
d
-(+)-glucose
as
proton
source.
Green Chemistry,
Journal Year:
2024,
Volume and Issue:
26(5), P. 2721 - 2729
Published: Jan. 1, 2024
Herein,
we
report
a
mechanochemical-assisted
decarboxylative
sulfonylation
of
α,β-unsaturated
carboxylic
acids
with
sodium
sulfinate
salts
using
potassium
iodide
as
an
activator
under
water-assisted
grinding
conditions.
JACS Au,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 24, 2025
For
more
than
a
century,
electrophilic
aromatic
substitution
reactions
have
been
central
to
the
construction
of
rich
variety
organic
molecules
that
are
useful
in
all
aspects
human
life.
Typically,
small
nuclei,
such
as
benzene,
provide
an
ideal
substrate.
An
increase
number
annulated
rings
enhances
potential
reactive
sites
and
frequently
results
complex
product
mixtures.
Thus,
nanographenes
with
relatively
large
system
seldom
selective
their
positions.
Moreover,
nanographene
substrates
scope
for
multiple
patterns
remain
rare.
Herein,
we
demonstrate
curved
based
on
corannulene-coronene
hybrid
structure
comprising
48
conjugated
sp
2-carbon
atoms
allows
direct
regioselective
edge
functionalization
through
bromination,
nitration,
formylation,
Friedel-Crafts
acylation
good
yields.
The
postsynthetically
installed
functional
groups
can
be
modified
versatile
chemistry
transformations,
including
(mechanochemical)
Suzuki-Miyaura,
Sonogashira-Hagihara,
Buchwald-Hartwig
amination
reactions.
Furthermore,
substitutions
carried
out
sequential
manner
yield
heterofunctional
structures.
edge-functionalization
strategy
enables
modular
access
nanostructures
appealing
properties,
strong
fluorescence
emission
visible
near-infrared
regions
(475-900
nm)
record
Stokes
shifts
(>300
nm),
at
exceptionally
carbon
footprint
(C48).
Cell Reports Physical Science,
Journal Year:
2024,
Volume and Issue:
5(2), P. 101831 - 101831
Published: Feb. 1, 2024
Nickel-catalyzed
radical
relayed
dicarbofunctionalizations
of
olefins,
utilizing
carbon
electrophiles
as
coupling
partners,
present
a
powerful
strategy
for
the
streamlined
construction
aliphatic
structures.
However,
traditional
solution-phase
methods
encounter
challenges
such
need
bulk
solvents,
limited
long
reaction
times,
and
air-/moisture-sensitive
reagents.
As
an
alternative
strategy,
ball-mill-enabled
metal-catalyzed
cross-coupling
reactions
have
gained
attention
due
to
their
high
reactivity
atomic
efficiency.
While
many
are
single-
two-component
methodologies,
three-component
solid-state
remain
relatively
scarce.
In
this
work,
we
report
first,
our
knowledge,
ball-milling-enabled
Ni-catalyzed
reductive
dicarbofunctionalization
alkenes.
Two
distinct
readily
available
electrophiles,
Csp2
Csp3
halides,
simultaneously
installed
across
variety
olefins
at
room
temperature
in
highly
regioselective
manner
withing
1.5
h.
By
harnessing
benefits
ball
milling
reactions,
anticipate
further
advancements
sustainable
efficient
synthetic
methodologies.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(28)
Published: April 30, 2024
Abstract
The
development
of
green
and
efficient
deuteration
methods
is
great
significance
for
various
fields
such
as
organic
synthesis,
analytical
chemistry,
medicinal
chemistry.
Herein,
we
have
developed
a
dehalogenative
strategy
using
piezoelectric
materials
catalysts
in
solid‐phase
system
under
ball‐milling
conditions.
This
non‐spontaneous
reaction
induced
by
mechanical
force.
D
2
O
can
serve
both
deuterium
source
an
electron
donor
the
transformation,
eliminating
need
additional
stoichiometric
exogenous
reductants.
A
series
(hetero)aryl
iodides
be
transformed
into
deuterated
products
with
high
incorporation.
method
not
only
effectively
overcomes
existing
synthetic
challenges
but
also
used
labelling
drug
molecules
derivatives.
Bioactivity
experiments
molecule
suggest
that
D‐ipriflavone
enhances
inhibitory
effects
on
osteoclast
differentiation
BMDMs
vitro
.
Bulletin of the Chemical Society of Japan,
Journal Year:
2023,
Volume and Issue:
96(9), P. 913 - 930
Published: Aug. 3, 2023
Abstract
In
the
field
of
organic
synthesis,
a
ball-milling
synthetic
technique
has
garnered
significant
attention
in
recent
years
as
an
eco-friendly
and
sustainable
alternative
to
traditional
solution-based
methods.
addition
its
environmental
benefits,
solid-state
synthesis
using
mechanochemical
protocols
enables
access
novel
areas
chemical
space
that
are
unavailable
by
conventional
reactions.
this
context,
we
interested
designing
developing
new
transformations
based
on
unique
reaction
environment
use
mechanical
forces
ball
mill.
Account,
highlight
our
latest
findings
concerning
creation
concepts
strategies.
These
approaches
harness
distinctive
mechanochemistry,
rather
than
merely
transferring
well-established
reactions
from
conditions.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(9), P. 3365 - 3371
Published: Jan. 1, 2024
Tris-cyclometalated
iridium(iii)
complexes
have
received
widespread
attention
as
attractive
prospective
materials
for
e.g.,
organic
light-emitting
diodes
(OLEDs),
photoredox
catalysts,
and
bioimaging
probes.
However,
their
preparation
usually
requires
prolonged
reaction
times,
significant
amounts
of
high-boiling
solvents,
multistep
synthesis,
inert-gas-line
techniques.
Unfortunately,
these
requirements
represent
major
drawbacks
from
both
a
production-cost
an
environmental
perspective.
Herein,
we
show
that
two-step
mechanochemical
protocol
using
ball
milling
enables
the
rapid
efficient
synthesis
various
tris-cyclometalated
relatively
cheap
chloride
hydrate
without
use
solvent
in
air.
Notably,
direct
one-pot
procedure
is
also
demonstrated.
The
present
solid-state
approach
can
be
expected
to
inspire
development
cost-effective
timely
production
methods
valuable
iridium-based
complexes,
well
discovery
new
phosphorescent
materials,
sensors,
catalysts.
