Triphasic Hydroxysilylation of Alkenes by Mechanically Piezoelectric Catalysis
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.
Язык: Английский
Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes
ACS Catalysis,
Год журнала:
2024,
Номер
unknown, С. 13747 - 13758
Опубликована: Авг. 30, 2024
With
the
growing
emphasis
on
cost-
and
atom-economical
chemical
synthesis,
mechanochemistry
has
attracted
considerable
attention
for
providing
environmentally
friendly
alternatives
to
traditional
solvent-based
organic
transformations.
Herein,
we
demonstrate
use
of
facilitate
alkene
dihalogenation
via
iron-mediated
radical
ligand
transfer
(RLT)
catalysis,
producing
diverse
vicinal
dichloro,
dibromo,
bromochloro
molecules.
The
method
is
characterized
by
its
simplicity,
rapid
reaction
time,
high
chemo-
regioselectivity,
broad
functional
group
tolerance,
accommodating
both
activated
unactivated
alkenes
alkynes.
Mechanistic
insights
suggest
nature
these
processes,
underscoring
effectiveness
mechanochemically
driven
RLT
catalysis
modular
functionalization
unsaturated
hydrocarbons.
Язык: Английский
Overcoming High Reduction Potentials via Consecutive Mechanical-Force-Induced Electron Transfer Strategy
Research Square (Research Square),
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 5, 2025
Abstract
Mechanical-force-induced
redox
catalysis
has
recently
advanced
rapidly,
emerging
as
a
green
and
innovative
tool
in
synthetic
chemistry.
The
foundation
of
this
strategy
lies
the
single
electron
transfer
(SET)
from
polarized
piezoelectric
materials
to
substrates,
which
is
initiated
by
potential
generated
through
mechanical
agitation.
magnitude
primarily
influenced
intrinsic
properties
material.
In
certain
circumstances,
however,
may
be
insufficient
trigger
SET
process,
akin
limitations
visible-light
excitation
photocatalytic
reactions.
This
challenge
motivated
us
explore
effective
solutions.
work,
we
establish
catalytic
system
that
utilizes
consecutive
mechanical-force-induced
(ConMET)
strategy.
novel
employs
mechanochemical
catalysts,
with
9-phenyl-dihydroacridine
(
D1)
serving
sacrificial
donors,
facilitating
produce
significantly
more
powerful
reductive
species
during
grinding.
Our
approach
effectively
promotes
reduction
aryl
iodides,
bromides
even
electron-rich
chlorides,
possess
potentials
high
−
2.8
V
(vs.
SCE),
leading
formation
radicals.
Ultimately,
enables
anti-Markovnikov
hydroarylation
alkenes
dehalogenative
deuteration
aromatic
halides
(Cl,
Br)
under
mild
conditions.
Язык: Английский
Mechanoredox-Enabled Isothiocyanation of Primary Amines Using Piezoelectric Material as the Redox Catalyst
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 7, 2025
A
novel
mechanoredox-enabled
synthesis
of
aromatic
and
aliphatic
isothiocyanates
from
primary
amines
carbon
disulfide
under
ball
milling
conditions
using
a
piezoelectric
material
(BaTiO3)
as
the
redox
catalyst
has
been
developed.
This
method
displays
several
features,
such
short
reaction
time,
operational
simplicity,
room
temperature
air
conditions,
minimal
solvent,
broad
substrate
scope,
recyclable
cheap
catalyst.
Preliminary
mechanistic
studies
revealed
that
highly
polarized
acted
single-electron
transfer
(SET)
oxidation
reagent
for
key
desulfurization
process.
Язык: Английский
Consecutive mechanical-force-induced electron transfer for reduction of aryl halides with high reduction potentials
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Июнь 4, 2025
Mechanical-force-induced
redox
catalysis
has
emerged
as
a
green
and
expeditous
approach
in
synthetic
chemistry,
relying
on
single-electron
transfer
from
polarized
piezoelectric
materials
to
substrates
initiated
by
mechanical
agitation.
However,
the
potential
generated
can
sometimes
be
insufficient
activate
electron
process,
similar
limitations
observed
photocatalytic
reactions.
In
this
work,
we
introduce
catalytic
strategy
employing
consecutive
mechanical-force-induced
(ConMET)
strategy.
This
uses
mechanochemical
catalysts
with
9-phenyl-dihydroacridine
sacrificial
donor,
enabling
efficient
transfer.
Our
method
effectively
reduces
aryl
iodides,
bromides,
even
electron-rich
chlorides,
which
possess
reduction
potentials
high
-2.8
V
(vs.
SCE),
leading
formation
of
radicals.
Ultimately,
facilitates
anti-Markovnikov
hydroarylation
alkenes
dehalogenative
deuteration
aromatic
halides
under
mild
conditions.
Язык: Английский
Mechanochemical Radical Transformations in Organic Synthesis
Chemistry - A European Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 22, 2024
Abstract
Organic
synthesis
has
historically
relied
on
solution‐phase,
polar
transformations
to
forge
new
bonds.
However,
this
paradigm
is
evolving,
propelled
by
the
rapid
evolution
of
radical
chemistry.
Additionally,
organic
witnessing
a
simultaneous
resurgence
in
mechanochemistry,
formation
bonds
solid‐state,
further
contributing
shift
status
quo.
The
aforementioned
advances
chemistry
have
predominantly
occurred
solution
phase,
while
majority
mechanochemical
feature
transformations.
Herein,
we
discuss
rapidly
advancing
area
synthesis:
reactions.
Solid‐state
reactions
offer
improved
green
metrics,
better
reaction
outcomes,
and
access
intermediates
products
that
are
difficult
or
impossible
reach
solution.
This
review
explores
these
context
small
molecule
synthesis,
from
early
findings
current
state‐of‐the‐art,
underscoring
pivotal
role
solid‐state
likely
play
sustainable
chemical
synthesis.
Язык: Английский
Triphasic Hydroxysilylation of Alkenes by Mechanically Piezoelectric Catalysis
Angewandte Chemie,
Год журнала:
2024,
Номер
136(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.
Язык: Английский