Organic Letters,
Год журнала:
2024,
Номер
26(36), С. 7688 - 7694
Опубликована: Авг. 29, 2024
A
ball-mill-enabled
nickel-catalyzed
1,4-alkylarylation
of
1,3-enynes
with
organic
bromides
has
been
developed,
offering
a
versatile
method
for
assembling
tetrasubstituted
allenes.
This
approach,
the
first
ball-milling-based
remote
radical
coupling,
overcomes
limitations
traditional
solution-phase
methods,
such
as
need
air-
and
moisture-sensitive
reagents,
use
bulk
solvents,
prolonged
reaction
times.
Given
outstanding
performance
reduction
coupling
reactions,
we
anticipate
further
advancements
in
sustainable
efficient
synthetic
methodologies.
Nature Communications,
Год журнала:
2024,
Номер
15(1)
Опубликована: Янв. 26, 2024
Abstract
Ball
milling
is
a
representative
mechanochemical
strategy
that
uses
the
mechanical
agitation-induced
effects,
defects,
or
extreme
conditions
to
activate
substrates.
Here,
we
demonstrate
ball
grinding
could
bring
about
contact-electro-catalysis
(CEC)
by
using
inert
and
conventional
triboelectric
materials.
Exemplified
liquid-assisted-grinding
setup
involving
polytetrafluoroethylene
(PTFE),
reactive
oxygen
species
(ROS)
are
produced,
despite
PTFE
being
generally
considered
as
catalytically
inert.
The
formation
of
ROS
occurs
with
various
polymers,
such
polydimethylsiloxane
(PDMS)
polypropylene
(PP),
amount
generated
aligns
well
polymers’
contact-electrification
abilities.
It
suggested
collision
not
only
maximizes
overlap
in
electron
wave
functions
across
interface,
but
also
excites
phonons
provide
energy
for
transition.
We
expect
utilization
materials
their
derived
CEC
lead
field
milling-assisted
mechanochemistry
any
universal
under
mild
conditions.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(28)
Опубликована: Апрель 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
.
Cell Reports Physical Science,
Год журнала:
2024,
Номер
5(2), С. 101831 - 101831
Опубликована: Фев. 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.
Chemical Science,
Год журнала:
2024,
Номер
15(24), С. 9155 - 9163
Опубликована: Янв. 1, 2024
A
new
method
has
been
introduced
that
is
able
to
tackle
the
complexities
of
N–C(O)
activation
in
amide
moieties
through
utilization
pyrylium
tetrafluoroborate
a
mechanochemical
setting,
where
bonds
undergo
activation.
Organic Letters,
Год журнала:
2024,
Номер
26(20), С. 4240 - 4245
Опубликована: Май 14, 2024
Mechanoredox
chemistry
is
a
rapidly
evolving
field
at
the
intersection
of
mechanical
forces
and
chemical
reactions.
Herein,
we
have
reported
vicinal
dibromination
unsaturated
hydrocarbons
using
piezoelectric
material
(Li2TiO3)
as
redox
catalyst.
Furthermore,
reaction
can
be
efficiently
scaled
up
to
10
mmol
performed
under
an
air
atmosphere
room
temperature
without
solvents
or
external
reductants,
Li2TiO3
reused
multiple
times
structural
change.
Green Chemistry,
Год журнала:
2024,
Номер
26(14), С. 8341 - 8347
Опубликована: Янв. 1, 2024
Resonant
Acoustic
Mixing
(RAM)
allows
High
Throughput
Experimentation
(HTE)
using
commercially
available
96-well
plates
as
exemplified
by
the
nickel
catalyzed
C–N
cross
coupling
of
aryl
halides
with
different
amine
and
anilines.
α-halo
alkylboronic
esters,
acting
as
ambiphilic
synthons,
play
a
pivotal
role
versatile
intermediates
in
fields
like
pharmaceutical
science
and
organic
chemistry.
The
sequential
transformation
of
carbon-boron
carbon-halogen
bonds
into
broad
range
carbon-X
allows
for
programmable
bond
formation,
facilitating
the
incorporation
multiple
substituents
at
single
position
streamlining
synthesis
complex
molecules.
Nevertheless,
synthetic
potential
these
compounds
is
constrained
by
limited
reaction
patterns.
Additionally,
conventional
methods
often
necessitate
use
bulk
toxic
solvents,
exhibit
sensitivity
to
air/moisture,
rely
on
expensive
metal
catalysts,
involve
extended
times.
In
this
report,
ball
milling
technique
introduced
that
overcomes
limitations,
enabling
external
catalyst-free
multicomponent
coupling
aryl
diazonium
salts,
alkenes,
simple
halides.
This
approach
offers
general
straightforward
method
obtaining
diverse
array
thereby
paving
way
extensive
utilization
synthons
fine
chemicals.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(49)
Опубликована: Авг. 13, 2024
Abstract
The
1,2‐hydroxysilylation
of
alkenes
is
crucial
for
synthesizing
organosilicon
compounds
which
are
key
intermediates
in
material
science,
pharmaceuticals,
and
organic
synthesis.
development
strategies
employing
hydrogen
atom
transfer
pathways
currently
hindered
by
the
existence
various
competing
reactions.
Herein,
we
reported
a
novel
mechanochemical
strategy
triphasic
through
single‐electron‐transfer
pathway.
Our
approach
not
only
circumvents
competitive
reactions
to
enable
first‐ever
unactivated
but
also
pioneers
research
mechanic
force‐induced
under
ambient
conditions.
This
gentle
method
offers
excellent
compatibility
with
functional
groups,
operates
simple
solvent‐free
conditions,
ensures
rapid
reaction
time.
Preliminary
mechanistic
investigations
suggest
that
silylboronate
can
be
transformed
silicon
radical
highly
polarized
Li
2
TiO
3
particles
oxygen
ball‐milling
condition.
Current Organic Chemistry,
Год журнала:
2024,
Номер
28(12), С. 905 - 913
Опубликована: Май 6, 2024
Abstract:
Recently,
the
concept
of
mechanoredox
chemistry
has
been
proposed
and
welldeveloped
in
organic
synthesis.
Mechanoredox
is
conceptually
similar
to
a
photocatalyst
reaction
system,
where
piezoelectric
materials
are
introduced
system
manner
analogous
photoredox
catalysis.
These
reactions
feature
ability
generate
high-value
radicals
that
do
not
require
harsh
conditions
anhydrous
anaerobic
conditions,
an
expensive
photocatalyst,
use
solvents,
which
renders
these
transformations
highly
industrially
applicable.
In
addition,
also
emerging
interdisciplinary
research
field
combines
material
with
synthetic
create
more
useful
reactions.
This
review
provides
comprehensive
summary
progress
date
specific
transformation
related
mechanisms
piezoelectric-
mediated
by
ball
milling
RSC Mechanochemistry,
Год журнала:
2024,
Номер
1(5), С. 465 - 476
Опубликована: Янв. 1, 2024
Ball
milling,
traditionally
employed
for
the
synthesis
of
nanomaterials,
have
now
been
utilized
as
a
direct
driver
catalysis
due
to
its
capability
surface
charge
separation.
