Hierarchical Chiral Luminescent Macrocyclic Porous Organic Polymer from Chiral π-Conjugated Macrocycles: Tunable Circularly Polarized Luminescence and Enantiomeric Fluorescent Sensing
Macromolecules,
Год журнала:
2025,
Номер
unknown
Опубликована: Июнь 3, 2025
Язык: Английский
[5]Helicene Based π‐Conjugated Macrocycles with Persistent Figure‐Eight and Möbius Shapes: Efficient Synthesis, Chiral Resolution and Bright Circularly Polarized Luminescence
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 21, 2024
π-Conjugated
chiral
shape-persistent
molecular
nanocarbons
hold
great
potential
as
chiroptical
materials,
though
their
synthesis
remains
a
considerable
challenge.
Here,
we
present
simple
approach
using
Suzuki
coupling
of
[5]helicene
building
block
with
various
aromatic
units,
enabling
the
one-pot
series
macrocycles
persistent
figure-eight
and
Möbius
shapes.
Single-crystal
structures
7
compounds
were
solved,
22
enantiomers
separated
by
preparative
HPLC.
A
notable
pyrene-bridged
macrocycle,
its
rigid,
fully
π-conjugated
overcrowded
structure,
exhibited
pure
excimer
emission
outstanding
circularly
polarized
luminescence
(CPL)
properties,
including
large
dissymmetric
factor
(|g
Язык: Английский
[5]Helicene Based π‐Conjugated Macrocycles with Persistent Figure‐Eight and Möbius Shapes: Efficient Synthesis, Chiral Resolution and Bright Circularly Polarized Luminescence
Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 21, 2024
Abstract
π‐Conjugated
chiral
shape‐persistent
molecular
nanocarbons
hold
great
potential
as
chiroptical
materials,
though
their
synthesis
remains
a
considerable
challenge.
Here,
we
present
simple
approach
using
Suzuki
coupling
of
[5]helicene
building
block
with
various
aromatic
units,
enabling
the
one‐pot
series
macrocycles
persistent
figure‐eight
and
Möbius
shapes.
Single‐crystal
structures
7
compounds
were
solved,
22
enantiomers
separated
by
preparative
HPLC.
A
notable
pyrene‐bridged
macrocycle,
its
rigid,
fully
π‐conjugated
overcrowded
structure,
exhibited
pure
excimer
emission
outstanding
circularly
polarized
luminescence
(CPL)
properties,
including
large
dissymmetric
factor
(|
g
lum
|=3.8×10
−2
)
significant
CPL
brightness
(
B
=710.5
M
−1
cm
).
This
method
provides
versatile
synthetic
platform
for
producing
D
2
‐symmetric
singly
or
triply
twisted
C
3
symmetry,
offering
tunable
properties
applications.
Язык: Английский