Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(43)
Published: Aug. 22, 2023
Abstract
With
their
bent
π‐systems,
cyclic
conjugation
and
inherent
cavities,
conjugated
nanohoops
are
attractive
for
organic
electronics
applications.
For
ease
of
processing
morphological
stability,
an
incorporation
into
polymers
is
desirable,
but
to
date
was
hampered
with
few
exceptions
by
synthetic
difficulties.
We
herein
present
a
unique
strategy
the
synthesis
nanohoop
using
dibenzo[
,
e
]pentalene
(DBP)
as
central
connector.
demonstrate
this
versatility
synthesizing
three
electronically
diverse
copolymers
dithienyldiketo(pyrrolopyrrol),
fluorene
carbazole
comonomers,
report
first
donor‐acceptor
polymer.
Optoelectronic
investigations
reveal
prevalence
or
linear
conjugation,
depending
on
comonomer
unit,
ambipolar
electrochemical
properties
through
antiaromatic
character
DBP
units.
As
charge
storage
positive
electrode
materials,
we
show
significant
improvement
in
battery
performance
nanohoop‐containing
polymer
compared
equivalent
nanohoop‐free
reference
believe
study
will
pave
way
range
further
stimulate
exploration
batteries.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(43)
Published: Aug. 22, 2023
With
their
bent
π-systems,
cyclic
conjugation
and
inherent
cavities,
conjugated
nanohoops
are
attractive
for
organic
electronics
applications.
For
ease
of
processing
morphological
stability,
an
incorporation
into
polymers
is
desirable,
but
to
date
was
hampered
with
few
exceptions
by
synthetic
difficulties.
We
herein
present
a
unique
strategy
the
synthesis
nanohoop
using
dibenzo[a,e]pentalene
(DBP)
as
central
connector.
demonstrate
this
versatility
synthesizing
three
electronically
diverse
copolymers
dithienyldiketo(pyrrolopyrrol),
fluorene
carbazole
comonomers,
report
first
donor-acceptor
polymer.
Optoelectronic
investigations
reveal
prevalence
or
linear
conjugation,
depending
on
comonomer
unit,
ambipolar
electrochemical
properties
through
antiaromatic
character
DBP
units.
As
charge
storage
positive
electrode
materials,
we
show
significant
improvement
in
battery
performance
nanohoop-containing
polymer
compared
equivalent
nanohoop-free
reference
believe
study
will
pave
way
range
further
stimulate
exploration
batteries.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(30)
Published: May 15, 2024
Abstract
Nanohoops,
cyclic
association
of
π‐conjugated
systems
to
form
a
hoop‐shaped
molecule,
have
been
widely
developed
in
the
last
15
years.
Beyond
synthetic
challenge,
strong
interest
towards
these
molecules
arises
from
their
radially
oriented
π‐orbitals,
which
provide
singular
properties
fascinating
structures.
Thanks
particular
cylindrical
arrangement,
this
new
generation
curved
already
used
many
applications
such
as
host–guest
complexation,
biosensing,
bioimaging,
solid‐state
emission
and
catalysis.
However,
potential
organic
electronics
has
only
started
be
explored.
From
first
incorporation
an
emitter
fluorescent
light
emitting
diode
(OLED),
recent
host
phosphorescent
OLEDs
or
charge
transporter
field‐effect
transistors
photovoltaics,
field
shown
important
breakthroughs
These
findings
revealed
that
materials
can
play
key
role
future
even
more
efficient
than
linear
counterparts.
This
repercussions
for
electronics.
Time
now
come
overview
different
nanohoops
date
electronic
devices
order
stimulate
molecular
designs
functional
based
on
macrocycles.
ChemPlusChem,
Journal Year:
2023,
Volume and Issue:
89(7)
Published: Dec. 21, 2023
The
carbon
nanorings,
possessing
a
radial
π
system,
have
garnered
significant
attention
primarily
due
to
their
size-dependent
photophysical
properties
and
the
presence
of
unique
curved
π-conjugated
cavity.
This
is
evidenced
by
rapid
proliferation
publications.
Furthermore,
integration
building
blocks
into
CPP
skeletons
can
confer
[n]CPPs
with
novel
exceptional
electronic
characteristics,
as
well
chiral
host-guest
interactions,
thereby
augmenting
diversity
[n]CPPs.
Notably,
surface
structures
concave
cavity
nanorings
enable
them
host
aromatic
or
non-aromatic
guests
complementarily
surface,
resulting
in
interesting
binary
ternary
complexes.
review
provides
comprehensive
treatment
literature
reports
on
complexes,
focusing
both
interactions
properties.
It
important
note
that
scope
this
limited
chemistry
complexes
based
nanorings.