Angewandte Chemie,
Год журнала:
2023,
Номер
135(42)
Опубликована: Авг. 23, 2023
Abstract
In
this
work,
a
facile
and
versatile
strategy
for
the
synthesis
of
contorted
polycyclic
aromatic
hydrocarbons
(PAHs)
starting
from
functionalized
pentacene
was
established.
A
series
novel
PAHs
1
–
4
their
derivatives
were
synthesized
through
simple
two‐step
procedure
involving
an
intramolecular
reductive
Friedel–Crafts
cyclization
four
newly
aldehydes
5
8
as
key
step.
All
molecules
confirmed
by
single‐crystal
X‐ray
diffraction
photophysical
electrochemical
properties
studied
in
detail.
Interestingly,
most
striking
feature
is
highly
carbon
structures
accompanying
helical
chirality.
particular,
optical
resolution
2
successfully
achieved
chiral‐phase
HPLC,
enantiomers
characterized
circular
dichroism
circularly
polarized
luminescence
spectroscopy.
Despite
nonplanar
conformations,
these
exhibited
emissive
with
moderate‐to‐good
fluorescence
quantum
yields,
implying
potential
utility
high‐quality
organic
laser
dyes.
By
using
self‐assembly
method
help
epoxy
resin,
bottle
microlaser
based
on
3
illustrated
lasing
wavelength
567.8
nm
at
threshold
0.3
mJ/cm
.
We
believe
that
work
will
shed
light
chemical
versatility
its
construction
PAHs.
Journal of Materials Chemistry C,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Two
indandione-terminated
quinoidal
compounds
with
fused
hexacyclic
thiophene-thieno[3,2-
b
]thiophene-thiophene
as
the
core
have
been
synthesized.
The
two
showed
low
bandgap
and
electron
transport
behaviour.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(42)
Опубликована: Авг. 23, 2023
In
this
work,
a
facile
and
versatile
strategy
for
the
synthesis
of
contorted
polycyclic
aromatic
hydrocarbons
(PAHs)
starting
from
functionalized
pentacene
was
established.
A
series
novel
PAHs
1-4
their
derivatives
were
synthesized
through
simple
two-step
procedure
involving
an
intramolecular
reductive
Friedel-Crafts
cyclization
four
newly
aldehydes
5-8
as
key
step.
All
molecules
confirmed
by
single-crystal
X-ray
diffraction
photophysical
electrochemical
properties
studied
in
detail.
Interestingly,
most
striking
feature
is
highly
carbon
structures
accompanying
helical
chirality.
particular,
optical
resolution
2
successfully
achieved
chiral-phase
HPLC,
enantiomers
characterized
circular
dichroism
circularly
polarized
luminescence
spectroscopy.
Despite
nonplanar
conformations,
these
exhibited
emissive
with
moderate-to-good
fluorescence
quantum
yields,
implying
potential
utility
high-quality
organic
laser
dyes.
By
using
self-assembly
method
help
epoxy
resin,
bottle
microlaser
based
on
3
illustrated
lasing
wavelength
567.8
nm
at
threshold
0.3
mJ/cm2
.
We
believe
that
work
will
shed
light
chemical
versatility
its
construction
PAHs.
Journal of Materials Chemistry C,
Год журнала:
2023,
Номер
11(42), С. 14631 - 14640
Опубликована: Янв. 1, 2023
The
synthesis
of
electron-deficient
ortho
O
-annulated
bisazacoronenediimides
is
reported.
Their
preliminary
results
in
devices,
strong
light
absorption
and
flat
structure
make
them
a
new
interesting
scaffold
for
the
design
electron
acceptors.
Chemical Science,
Год журнала:
2023,
Номер
14(29), С. 7922 - 7927
Опубликована: Янв. 1, 2023
Twisted
polyarenes
with
persistent
chirality
are
desirable
but
their
synthesis
has
remained
a
challenge.
In
this
study,
we
present
"one-pot"
of
1,2:8,9-dibenzozethrene
(DBZ)
and
its
vertically
fused
dimers
trimers
using
nickel-catalyzed
cyclo-oligomerization
reactions.
X-ray
crystallographic
analysis
confirmed
highly
twisted
helical
structures
that
consist
equal
parts
left-
right-handed
enantiomers.
Notably,
the
end-to-end
twist
between
terminal
anthracene
units
measured
66°,
130°,
201°
for
DBZ
monomer,
dimer,
trimer,
respectively,
setting
new
record
among
polyarenes.
Furthermore,
chiral
resolution
by
HPLC
yielded
two
enantiomers
dimer
both
which
maintained
stable
configurations
showed
absorption
dissymmetry
factors
around
0.008-0.009.
Additionally,
optical
electrochemical
properties
were
investigated,
exhibited
chain-length
dependence.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
30(3)
Опубликована: Окт. 23, 2023
Two
new
pentagon-embedded
carbo[11]helicenes
have
been
designed
and
synthesized
in
a
three-step
process,
which
are
the
first
example
of
through
post-functionalization
twistacene.
TD-DFT
analyses
indicate
that
both
them
possess
high
enantiomerization
barriers
42.29
kcal/mol
40.76
kcal/mol,
respectively.
They
emit
strong
red
fluorescence
can
be
chemically
oxidized
into
stable
cationic
radicals
upon
addition
AgSbF
Abstract
Organic
radicals
exhibit
great
potential
in
photothermal
applications,
however,
their
innate
high
reactivity
with
oxygen
renders
the
preparation
of
stable
organic
highly
challenging.
In
this
work,
a
series
co‐doped
radical
polymers
ares
prepared
by
doping
dihydrophenazine
derivatives
(DPPs)
into
epoxy
resin
matrix.
DPPs
can
form
species
through
electron
transfer
process,
which
are
further
stabilized
complex
3D
network
structure
resin.
Experimental
results
show
that
conversion
efficiency
is
as
79.9%,
and
temperature
quickly
rise
to
≈130
°C
within
60
s.
Due
excellent
visible
light
transmittance
mechanical
properties
systems,
study
demonstrates
practical
applications
energy‐saving
solar
windows
thermoelectric
power
generation.
Angewandte Chemie,
Год журнала:
2023,
Номер
135(22)
Опубликована: Март 29, 2023
Abstract
Dynamic
materials
undergoing
adaptive
solid‐state
transitions
are
attractive
for
soft
mechanics
and
information
technology.
Here,
we
report
a
novel
porous
framework
system
based
on
macrocyclic
trimers
assembled
from
open‐shell
tetraarylethylene
building
blocks
with
aryldicyanomethyl
radicals
as
coupling
linkers.
Under
mechanical,
thermal,
or
chemical
stimuli,
the
showed
adaptability
by
activating
conformational
dynamics
radical‐based
transformations,
thus
displaying
macroscopic
responsiveness
in
terms
of
light
absorption,
luminescence,
magnetism.
We
studied
dynamic
processes
variable‐temperature
nuclear
magnetic
resonance
(VT‐NMR),
electron
spin
(VT‐ESR),
superconducting
quantum
interference
device
(SQUID)
measurement
further
established
proof‐of‐concept
application
multi‐modal
encryption.
The
strategy
may
open
avenues
rational
design
photoelectromagnetic
merging
covalent
chemistry
functional
aggregation
principles.
Abstract
The
continuous
innovation
of
captivating
new
organic
semiconducting
materials
remains
pivotal
in
the
development
high‐performance
electronic
devices.
Herein,
a
molecular
engineering
by
combining
sila‐annulation
with
vertical
extension
rylene
diimides
(RDIs)
toward
high‐mobility
semiconductors
is
presented.
unilateral
and
bilateral
sila‐annulated
quaterrylene
(Si‐QDI
2Si‐QDI)
are
designed
synthesized.
In
particular,
symmetrical
2Si‐QDI
exhibits
compact,
1D
slipped
π
–
stacking
arrangement
through
synergistic
combination
sizable
‐conjugated
core
intercalating
alkyl
chains.
Combining
appreciable
elevated
HOMO
levels
reduced
energy
gaps,
single‐crystalline
field‐effect
transistors
(SC‐OFETs)
based
on
demonstrate
exceptional
ambipolar
transport
characteristics
an
impressive
hole
mobility
3.0
cm
2
V
−1
s
electron
0.03
,
representing
best
ampibolar
SC‐OFETs
RDIs.
Detailed
theoretical
calculations
rationalize
that
larger
transfer
integral
along
direction
responsible
for
achievement
superior
charge
transport.
This
study
showcases
remarkable
potential
optimizing
carrier
performances
polycyclic
aromatic
hydrocarbons
(PAHs).
Angewandte Chemie,
Год журнала:
2023,
Номер
135(42)
Опубликована: Авг. 23, 2023
Abstract
In
this
work,
a
facile
and
versatile
strategy
for
the
synthesis
of
contorted
polycyclic
aromatic
hydrocarbons
(PAHs)
starting
from
functionalized
pentacene
was
established.
A
series
novel
PAHs
1
–
4
their
derivatives
were
synthesized
through
simple
two‐step
procedure
involving
an
intramolecular
reductive
Friedel–Crafts
cyclization
four
newly
aldehydes
5
8
as
key
step.
All
molecules
confirmed
by
single‐crystal
X‐ray
diffraction
photophysical
electrochemical
properties
studied
in
detail.
Interestingly,
most
striking
feature
is
highly
carbon
structures
accompanying
helical
chirality.
particular,
optical
resolution
2
successfully
achieved
chiral‐phase
HPLC,
enantiomers
characterized
circular
dichroism
circularly
polarized
luminescence
spectroscopy.
Despite
nonplanar
conformations,
these
exhibited
emissive
with
moderate‐to‐good
fluorescence
quantum
yields,
implying
potential
utility
high‐quality
organic
laser
dyes.
By
using
self‐assembly
method
help
epoxy
resin,
bottle
microlaser
based
on
3
illustrated
lasing
wavelength
567.8
nm
at
threshold
0.3
mJ/cm
.
We
believe
that
work
will
shed
light
chemical
versatility
its
construction
PAHs.
