Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(23), P. 3069 - 3074
Published: Aug. 1, 2024
Comprehensive
Summary
Construction
of
helicenes
by
inducing
heteroatoms
has
regarded
as
an
effective
strategy
to
enhance
the
chiroptical
properties.
We
report
a
facile
synthesis
multiple
helicene
based
on
four
indoles
with
two
electron‐rich
NBN‐coved
edges.
The
structure
was
confirmed
single‐crystal
X‐ray
diffraction
analysis,
revealing
twisted
double
[5]helicene
motif
saddle‐shaped
skeleton.
This
showed
strong
green
fluorescence
good
photoluminescence
quantum
yield.
Both
theoretical
calculations
and
experimental
investigation
have
been
exploited
probe
impact
NBN
units
aromaticity
photophysical
properties
helicene.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(19), P. 5638 - 5669
Published: Jan. 1, 2024
This
review
covers
recent
advances
in
post-functionalization
of
twistacenes
to
realize
polyacenes,
chiral
nanographenes
and
their
semiconductor
properties,
emphasizing
a
promising
future
for
constructing
nanotubes.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 18, 2024
During
the
process
of
developing
smart
chiroptical
luminophores,
BODIPYs
have
emerged
as
candidates
utmost
importance.
Here
in
we
will
discuss
their
synthesis.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 19, 2024
Abstract
Boron‐doped
helicenes,
known
for
their
unique
electronic
and
photophysical
properties,
are
of
great
interest
numerous
applications.
This
research
introduces
two
new
azabora[6]helicenes,
H[6]BN1
H[6]BN2
,
synthesized
through
an
efficient
method.
These
molecules
have
boron
nitrogen
atoms
in
opposing
positions,
enhancing
distinctive
attributes.
Both
helicenes
show
excellent
emission
with
exhibiting
narrowband
blue
fluorescence
circularly
polarized
luminescence
(CPL),
achieving
g
lum
values
4~5×10
−4
which
is
beneficial
chiroptical
The
addition
a
donor
group,
3,
6‐di‐tert‐butyl‐9H‐carbazole,
improves
luminescence,
likely
due
to
enhanced
molecular
orbital
overlap
electron
delocalization.
′s
needle‐like
single
crystals
exhibit
mechanochromism,
changing
luminescent
color
from
yellow
green
under
mechanical
stress,
promising
stimulus‐responsive
materials.
In
conclusion,
this
study
presents
novel
class
BN[6]helicenes
superior
properties.
Their
combination
features
mechanochromism
makes
them
ideal
advanced
materials,
expanding
the
potential
helicene‐based
compounds
offering
directions
synthesis
specific
characteristics.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(45)
Published: July 8, 2024
Abstract
Acenes
are
attractive
as
building
blocks
for
low
gap
organic
materials
with
applications,
example,
in
light
emitting
diodes,
solar
cells,
bioimaging
and
diagnostics.
Previously,
we
have
shown
that
modification
of
dipyridylanthracene
via
B–N
Lewis
pair
fusion
(BDPA)
strongly
redshifts
the
emission,
while
facilitating
self‐sensitized
reactivity
toward
O
2
to
reversibly
generate
corresponding
endoperoxides.
Herein,
report
on
further
expansion
π‐system
BDPA
a
vinyl‐substituted
monomer,
vinylene‐bridged
dimer,
polymer
an
average
20
chromophores.
The
extension
π‐conjugation
results
largely
reduced
band
gaps
1.8
eV
dimer
1.7
polymer,
latter
giving
rise
NIR
emission
maximum
at
731
nm
appreciable
quantum
yield
7
%.
Electrochemical
computational
studies
reveal
efficient
delocalization
lowest
unoccupied
molecular
orbital
(LUMO)
along
pyridyl‐anthracene‐pyridyl
axis,
which
effective
electronic
communication
between
units,
selectively
lowers
LUMO,
ultimately
narrows
gap.
Time‐resolved
transient
absorption
(TA)
measurements
offer
insights
into
pertinent
photophysical
processes.
Extension
also
slows
down
formation
endoperoxides,
significantly
accelerating
thermal
release
singlet
oxygen
regenerate
parent
acenes.
International Journal of Molecular Sciences,
Journal Year:
2024,
Volume and Issue:
25(19), P. 10666 - 10666
Published: Oct. 3, 2024
In
this
paper,
two
aggregation-induced
emission
(AIE)
chiral
fluorescent
materials,
S-1
and
S-2,
were
synthesized.
The
materials
are
based
on
BINOL
H8-BINOL
backbones,
respectively,
large
electron-absorbing
groups
attached
to
the
backbones
through
Knoevenagel
reaction.
At
same
time,
CD
signals
of
these
gradually
weakened
(fw
increases)
as
they
continue
aggregate.
However,
S-2
underwent
a
flip-flop
from
negative
positive
signal
at
fw
≥
90.
And
both
also
showed
significant
enantioselective
recognition
lysine,
demonstrating
their
potential
novel
probes.
Among
them,
fluorescence
enhancement
ratios
(ef)
for
lysine
10.0
10.3,
while
different
degrees
blue
shifts
produced
by
ICT
mechanism
during
process.
addition,
self-assembled
morphology
nanomaterials
is
different;
comprises
hollow-core
vesicles
that
more
likely
aggregate
form
larger
vesicles,
whereas
solid
block
structure.
When
L/D-lysine
was
added
alone,
distinctly
compared
S-2.
With
addition
L-lysine,
dispersed
regularly
spherical,
with
D-lysine,
itself
remained
in
aggregated
vesicles.
This
suggests
important
fields
optics,
recognition,
nanoscale
self-assembly.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(45)
Published: July 8, 2024
Abstract
Acenes
are
attractive
as
building
blocks
for
low
gap
organic
materials
with
applications,
example,
in
light
emitting
diodes,
solar
cells,
bioimaging
and
diagnostics.
Previously,
we
have
shown
that
modification
of
dipyridylanthracene
via
B–N
Lewis
pair
fusion
(BDPA)
strongly
redshifts
the
emission,
while
facilitating
self‐sensitized
reactivity
toward
O
2
to
reversibly
generate
corresponding
endoperoxides.
Herein,
report
on
further
expansion
π‐system
BDPA
a
vinyl‐substituted
monomer,
vinylene‐bridged
dimer,
polymer
an
average
20
chromophores.
The
extension
π‐conjugation
results
largely
reduced
band
gaps
1.8
eV
dimer
1.7
polymer,
latter
giving
rise
NIR
emission
maximum
at
731
nm
appreciable
quantum
yield
7
%.
Electrochemical
computational
studies
reveal
efficient
delocalization
lowest
unoccupied
molecular
orbital
(LUMO)
along
pyridyl‐anthracene‐pyridyl
axis,
which
effective
electronic
communication
between
units,
selectively
lowers
LUMO,
ultimately
narrows
gap.
Time‐resolved
transient
absorption
(TA)
measurements
offer
insights
into
pertinent
photophysical
processes.
Extension
also
slows
down
formation
endoperoxides,
significantly
accelerating
thermal
release
singlet
oxygen
regenerate
parent
acenes.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(23), P. 3069 - 3074
Published: Aug. 1, 2024
Comprehensive
Summary
Construction
of
helicenes
by
inducing
heteroatoms
has
regarded
as
an
effective
strategy
to
enhance
the
chiroptical
properties.
We
report
a
facile
synthesis
multiple
helicene
based
on
four
indoles
with
two
electron‐rich
NBN‐coved
edges.
The
structure
was
confirmed
single‐crystal
X‐ray
diffraction
analysis,
revealing
twisted
double
[5]helicene
motif
saddle‐shaped
skeleton.
This
showed
strong
green
fluorescence
good
photoluminescence
quantum
yield.
Both
theoretical
calculations
and
experimental
investigation
have
been
exploited
probe
impact
NBN
units
aromaticity
photophysical
properties
helicene.