Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 13, 2025
Stereoisomerism
in
pillararenes,
particularly
chiral
isomerism
from
atropisomers,
has
intrigued
organic
chemists.
Herein,
we
report
the
synthesis
and
characterization
of
a
trimacrocyclic
system
formed
by
fusing
two
[8]cycloparaphenylenes
with
pillar[6]arene.
This
exhibits
unique
stereoisomerism,
yielding
racemic
mixture
meso
compound.
The
isomers
were
characterized
using
NMR,
HRMS,
single
crystal
X-ray
diffraction.
study
offers
valuable
insights
into
constructing
macrocycles
enriches
our
understanding
stereochemistry.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 20, 2024
Abstract
Helical
nanostructures
fabricated
via
the
self‐assembly
of
artificial
motifs
have
been
a
captivating
subject
because
their
structural
aesthetics
and
multiple
functionalities.
Herein,
we
report
facile
construction
self‐assembled
nanohelix
(
NH
)
by
leveraging
an
achiral
aggregation‐induced
emission
(AIE)
luminogen
G
pillar[5]arene
H
),
driven
host–guest
interactions
metal
coordination.
Inspired
“sergeants
soldiers”
effect
“majority
rule”
principle,
complexation
between
is
employed
to
fixate
twisted
conformation
for
generation
“contortion
sites”,
which
further
induced
emergence
helicity
as
1D
assemblies
are
formed
Ag(I)
coordination
hexagonally
packed
into
nano‐sized
fibers.
The
strategy
has
proved
feasible
in
both
homogeneous
heterogeneous
syntheses.
Along
with
formation
,
boosted
luminescence
enhanced
productivity
reactive
oxygen
species
(ROS)
afforded
efficient
restriction
on
indicating
concurrent
regulation
′s
morphology
photophysical
properties
supramolecular
assembly.
In
addition,
also
exhibits
capacity
bacteria
imaging
photodynamic
antibacterial
activities
against
Staphylococcus
aureus
S.
Escherichia
coli
E.
).
Deleted Journal,
Journal Year:
2023,
Volume and Issue:
2(1)
Published: Dec. 30, 2023
Abstract
Intelligent
materials
with
responsive
behaviors
toward
external
stimuli,
such
as
light,
temperature,
pH,
redox,
and
solvent
have
been
increasingly
fascinating.
Reversible
noncovalent
interactions
provide
an
efficient
way
to
construct
stimuli‐responsive
materials.
Macrocyclic
compounds,
cyclodextrins,
cucurbit[
n
]urils,
calix[
]arenes,
crown
ethers,
related
macrocycles,
are
useful
skeletons
for
constructing
through
host–guest
interactions.
Pillar[
]arenes
pillar‐shaped
macrocyclic
hosts
developed
by
our
groups
in
2008,
which
the
repeated
1,4‐dialkoxybenzene
units
connected
methylene
bridges
at
para
position.
The
versatile
functionality,
easy
modification,
excellent
size‐dependent
complexation,
adjustable
electron
density
of
cavity
endow
pillar[
properties
compared
other
cyclic
host
molecules.
Moreover,
unique
planar
chirality
inversion
generated
unit
rotation
make
ideal
platforms
investigating
inversion,
induction,
transformation.
In
this
review,
we
describe
topological,
optical,
chiroptical,
supramolecular
assemblies,
solid‐state
based
on
complexation
structural
regulation
]arenes.
International Journal of Molecular Sciences,
Journal Year:
2024,
Volume and Issue:
25(9), P. 4721 - 4721
Published: April 26, 2024
Amyloid
fibroproliferation
leads
to
organ
damage
and
is
associated
with
a
number
of
neurodegenerative
diseases
affecting
populations
worldwide.
There
are
several
ways
protect
against
fibril
formation,
including
inhibition.
A
variety
organic
compounds
based
on
molecular
recognition
amino
acids
within
the
protein
have
been
proposed
for
design
such
inhibitors.
However,
role
macrocyclic
compounds,
i.e.,
thiacalix[4]arenes,
in
inhibiting
fibrillation
still
almost
unknown.
In
present
work,
use
water-soluble
thiacalix[4]arene
derivatives
inhibition
hen
egg-white
lysozyme
(HEWL)
amyloid
first
time.
The
binding
HEWL
by
synthesized
thiacalix[4]arenes
(logKa
=
5.05–5.13,
1:1
stoichiometry)
formation
stable
supramolecular
systems
capable
stabilizing
structure
protecting
29–45%.
macrocycle
conformation
has
little
effect
strength,
native
secondary
does
not
change
via
interaction.
non-toxic
A549
cell
line
range
0.5–250
µg/mL.
results
obtained
may
be
useful
further
investigation
anti-amyloidogenic
also
open
up
future
prospects
creation
new
prevent
diseases.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
novel
halogen
bonding
pillararene,
decorated
with
BODIPY
fluorescent
reporter
groups,
demonstrated
strong
sensing
of
environmentally
damaging
dicarboxylates
and
a
chemical
warfare
agent
simulant
in
highly
competitive
aqueous-containing
media.
Journal of Medicinal Chemistry,
Journal Year:
2024,
Volume and Issue:
67(12), P. 10425 - 10435
Published: June 7, 2024
Hexadimethrine
bromide
(HB),
a
synthetic
polycationic
species,
was
introduced
to
clinical
practice
as
heparin
antidote
and
recently
used
in
gene
therapy.
However,
HB
causes
various
complications
such
severe
red
blood
cells
(RBCs)
aggregation
tissue
damage.
Herein,
we
have
synthesized
water-soluble
quaterphen[3]arene
containing
multiple
sulfonate
moieties
(SQP3)
novel
macrocyclic
neutralizer
reverse
ACS Applied Materials & Interfaces,
Journal Year:
2024,
Volume and Issue:
16(44), P. 60648 - 60657
Published: Oct. 25, 2024
Hund's
rule,
which
is
powerful
in
governing
the
first
excited
states
of
closed-shell
organic
materials,
can
hardly
be
violated
to
get
inverted
singlet-triplet
gap
(INVEST)
molecules
with
negative
energy
gaps
(ΔEST),
although
INVEST
materials
have
shown
extraordinary
photophysical
properties
and
promising
device
performance
especially
light-emitting
diodes.
Here,
we
propose
a
facile
strategy
construct
emissive
by
introducing
different
types
substituents
heptazine
various
modes,
effectively
tune
ΔEST
enlarged
oscillator
strength
(f)
for
high
fluorescence
rate
derivatives.
Systematic
computational
studies
show
that
double
substitution
electron-donating
units
another
nonconjugated
substituent
hybrid
mode
most
favorable
way
achieving
slightly
large
f
values;
conjugated
will
compete
make
molecule
deviate
from
feature.
Especially,
series
high-performance
heptazine-based
emitters
were
constructed,
exhibiting
low
-0.362
eV,
up
0.0436,
as
well
wide
range
emission
color
339
716
nm.
Also,
designed
predicted
radiative
rates
106
s-1,
along
efficient
reverse
intersystem
crossing
reaching
108
s-1.
Importantly,
figure
merit
(FM)
was
proposed
parameter
wholly
evaluate
emitters,
highest
FM
0.198
found
triazine
amine-substituted
heptazine.
These
results
highlight
great
potential
chromophore
constructing
revealing
fundamental
structure-property
understandings
material
design
anti-Hund
improved
properties.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 2, 2025
This
study
introduces
a
novel
methodology
for
the
direct
construction
of
tetrasubstituted
centers,
utilizing
secondary
C(sp3)–H
and
C(sp2)–H
substrates,
specifically
indolin-2-ones
indoles,
through
an
innovative
oxidative
cross-coupling
reaction.
Facilitated
by
straightforward
copper
salt
catalyst,
this
reaction
proceeds
efficiently
at
mild
temperature
40
°C
under
operationally
streamlined
conditions.
Emphasizing
sustainability,
method
is
notably
enhanced
employing
air
(molecular
oxygen)
as
eco-friendly
oxidant.
In
approach,
not
only
serves
terminal
oxidant
but
also
oxygen
donor
in
synthesis
oxygen-containing
compounds.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 23, 2025
Ortho-functionalization
of
pillar[n]arenes
has
been
a
formidable
challenge,
partially
due
to
the
fragility
their
macrocyclic
skeletons.
In
this
concise
report,
we
describe
facile
synthetic
method
for
monoarylation/alkylation
at
position
ortho
oxime
functionality
in
pillar[4]arene[1]benzoquinone
monoxime
(1)
via
addition
Grignard
reagents.
The
described
enables
creation
various
mono-ortho-alkyl/aryl-substituted
pillar[5]arene
derivatives
that
were
previously
inaccessible.