Angewandte Chemie,
Год журнала:
2024,
Номер
136(26)
Опубликована: Апрель 15, 2024
Abstract
We
report
a
user‐friendly
approach
for
the
decarboxylative
formation
of
stereodefined
and
complex
tri‐
tetra‐substituted
olefins
from
vinyl
cyclic
carbonates
amines
as
radical
precursors.
The
protocol
relies
on
easy
photo‐initiated
α‐amino‐radical
followed
by
addition
onto
double
bond
substrate
resulting
in
sequence
involving
carbonate
ring‐opening,
relay,
CO
2
extrusion
finally
O
‐protonation.
developed
is
efficient
both
mismatched
matched
polarity
combinations,
scope
elaborate
that
can
be
forged
including
drug‐functionalized
derivatives
wide,
diverse
further
extendable
to
other
types
heterocyclic
Mechanistic
control
reactions
show
decarboxylation
step
key
driving
force
towards
product
formation,
with
initial
under
steric
control.
Advanced Functional Materials,
Год журнала:
2024,
Номер
34(24)
Опубликована: Фев. 21, 2024
Abstract
Photochromic
materials
have
drawn
enormous
attention
for
their
potential
applications
in
optical
memory
storage
and
photoswitchable
molecular
devices.
Although
great
achievements
photochromic
been
fulfilled,
it
is
still
a
big
challenge
to
realize
gated
photochromism
ready
tunable
properties.
In
previous
studies,
rare
examples
of
are
reported.
Herein,
three
triarylethylene
derivatives
FTrPE‐
o
I,
ClTrPE‐
I
BrTrPE‐
with
reversible
thermally
activated
characteristics
designed
synthesized,
whose
crystalline
powders
show
no
until
treatments
relative
temperature.
Temperature
acts
as
gate
switch
the
properties
by
switching
aggregation
state
from
melted
amorphous.
With
this
progress,
broader
structural
realm
becomes
accessible
materials,
which
can
now
be
synthetically
tailored
advanced
future
applications,
e.g.,
research
on
machines
switches,
studies
photoisomerization
mechanisms,
or
generation
thermal
tracing
materials.
To
showcase
these
distinct
encrypted
printing,
trace
monitoring
well
multi‐level
anticounterfeiting
demonstrated,
addition
comprehensive
photochemical
study
all
compounds.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(39), С. 26766 - 26776
Опубликована: Сен. 20, 2024
The
isomerization
of
1,1-disubstituted
alkenes
through
1,3-hydrogen
shift
is
an
atom-efficient
route
for
synthesizing
trisubstituted
alkenes,
which
are
important
moieties
in
many
natural
products,
pharmaceuticals,
and
organic
materials.
However,
this
reaction
often
encounters
regio-
stereoselectivity
challenges,
typically
yielding
iScience,
Год журнала:
2024,
Номер
27(3), С. 109223 - 109223
Опубликована: Фев. 15, 2024
SummaryIn
recent
years,
significant
advancements
have
been
made
in
the
synthesis
and
application
of
1,3-dienes.
This
specific
structural
motif
has
garnered
attention
from
researchers
materials
science
biology
due
to
its
unique
aggregation-induced
emission
(AIE)
properties
extensive
conjugation
systems.
The
luminescent
characteristics
these
compounds
are
notably
influenced
by
geometry
two
double
bonds.
Therefore,
it
is
essential
consolidate
stereoselective
synthetic
strategies
for
comprehensive
review
seeks
elucidate
diverse
techniques
employed
attain
stereo-control
1,3-diene-based
AIE
luminogens
(AIEgens).
Particular
emphasis
placed
on
comprehending
determinants
stereoselectivity
exploring
array
substrates
amenable
methods.
Furthermore,
underscores
exhibited
their
utility
organic
light-emitting
diodes
(OLEDs),
stimuli-responsive
materials,
sensors,
bioimaging,
photodynamic
therapy
(PDT).Graphical
abstract
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 25, 2025
The
Z-
or
E-selective
syntheses
of
tetrasubstituted
olefins
present
big
challenges.
Tremendous
efforts
are
ongoing
to
overcome
this
issue,
especially
for
acyclic
structures.
In
work,
an
E-stereoselective
synthetic
method
through
tandem
reaction
1,4-Michael
addition
3-acetyl-4-phenyl-1-oxaspiro[4.5]deca-3,6,9-triene-2,8-dione
with
amine,
C-C
bond
breakage,
and
proton
transfer
by
intermolecular
hydrogen
bonds
was
revealed
excellent
atom
economy
without
catalysts
additives.
A
diverse
set
E-tetrasubstituted
were
obtained
in
43%
93%
yields
functional
group
tolerance
late-stage
modifications
complex
drug
molecules.
mechanism
proposed
based
on
the
deuterium-labeling
experiment
density
theory
(DFT)
calculation.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(26)
Опубликована: Апрель 15, 2024
We
report
a
user-friendly
approach
for
the
decarboxylative
formation
of
stereodefined
and
complex
tri-
tetra-substituted
olefins
from
vinyl
cyclic
carbonates
amines
as
radical
precursors.
The
protocol
relies
on
easy
photo-initiated
α-amino-radical
followed
by
addition
onto
double
bond
substrate
resulting
in
sequence
involving
carbonate
ring-opening,
relay,
CO
Abstract
Developing
deep‐blue
emitters
for
organic
light‐emitting
diodes
(OLEDs)
is
critical
but
challenging,
which
requires
a
good
balance
between
light
color,
exciton
utilization,
and
photoluminescence
quantum
yield
(PLQY)
of
solid
film.
Herein,
high‐quality
emitter,
abbreviated
2TriPE‐CzMCN,
designed
by
introducing
an
aggregation‐induced
emission
(AIE)
group
into
crossed
long‐short
axis
(CLSA)
skeleton.
Theoretical
experimental
investigations
reveal
that
the
CLSA
molecular
design
can
achieve
triplet‐excitons
while
high
PLQY
film
resulting
from
AIE
feature
helps
to
improve
performance
OLEDs.
Consequently,
when
2TriPE‐CzMCN
used
as
emitting
dopant,
OLED
exhibits
at
430
nm
with
record‐high
maximum
external
efficiency
(EQE)
8.84%.
When
serves
host
material,
sensitized
monochrome
orange
two‐color
white
OLEDs
(WOLEDs)
realize
EL
performances
exceed
limit
conventional
fluorescent
Moreover,
high‐performance
three‐color
WOLEDs
color
rendering
index
(CRI)
exceeding
90
EQE
up
18.08%
are
achieved
using
blue‐emitting
source.
This
work
demonstrates
endowing
molecule
effective
strategy
developing
emitters,
versatile
be
realized
through
rational
device
engineering.
Chemistry & Biodiversity,
Год журнала:
2024,
Номер
21(11)
Опубликована: Авг. 15, 2024
Abstract
Pancreatobililary
cancers
are
fatal
solid
tumors
that
pose
a
significant
threat
to
human
life.
It
is
imperative
investigate
novel
small
molecule
active
compounds
for
controlling
these
cancers.
Heterocyclic
(e.
g.
gemcitabine)
and
multi‐substituted
alkenes
resveratrol)
commonly
applied
in
tumor
treatment.
Researchers
have
proposed
the
synthesis
of
new
trisubstituted
containing
heteroaromatic
rings
by
combining
two
scaffolds
may
be
fresh
strategy
develop
molecules.
In
this
study,
we
utilized
alkenyl
bromide
heteroaryl
boronic
acid
as
substrates,
employing
Suzuki
coupling
generate
series
triarylethylenes
featuring
nitrogen,
oxygen,
sulfur
atoms.
Through
vitro
experiments,
results
indicated
some
exhibited
remarkable
anti‐tumor
efficacy
IC50
[
3be
,
GBC‐SD]
=0.13
μM
PANC‐1]
=0.27
μM).
The
further
demonstrated
antitumor
was
dependent
on
heteroatom,
π‐system,
skeleton‐bonding
site,
substituent
type.
Green Chemistry,
Год журнала:
2023,
Номер
25(18), С. 7073 - 7078
Опубликована: Янв. 1, 2023
A
convenient
method
for
synthesizing
trisubstituted
alkenes
through
direct
alkylation
of
was
achieved
under
solvent-free
and
catalyst-free
conditions.
This
reaction
highlighted
by
a
low
E-factor
high
atom-
step-economy.
