Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(44)
Published: Aug. 13, 2024
Abstract
Hole‐transporting
materials
(HTMs)
are
essential
for
optoelectronic
devices,
such
as
organic
light‐emitting
diodes
(OLEDs),
dye‐sensitized
solar
cells,
and
perovskite
cells.
Triarylamines
have
been
employed
HTMs
since
they
were
introduced
in
1987.
However,
heteroatoms
or
side
chains
embedded
the
core
skeleton
of
triarylamines
can
cause
thermal
chemical
stability
problems.
Herein,
we
report
that
hexabenzo[
a
,
c
fg
j
l
op
]tetracene
(HBT),
small
nonplanar
nanographene,
functions
hydrocarbon
HTM
with
hole
transport
properties
match
those
triarylamine‐based
HTMs.
X‐ray
structural
analysis
theoretical
calculations
revealed
effective
multidirectional
orbital
interactions
transfer
integrals
HBT.
In‐depth
experimental
analyses
nonplanarity‐inducing
annulative
π‐extension
achieve
not
only
stable
amorphous
state
bulk
films,
but
also
higher
increase
highest
occupied
molecular
level
than
conventional
linear
cyclic
π‐extension.
Furthermore,
an
in‐house
manufactured
HBT‐based
OLED
exhibited
excellent
performance,
featuring
superior
curves
current
density–voltage,
external
quantum
efficiency–luminance,
lifetime
compared
to
representative
OLEDs.
A
notable
improvement
device
was
observed
OLED,
highlighting
advantages
HTM.
This
study
demonstrates
immense
potential
nanographenes
applications.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(12), P. 4452 - 4457
Published: Jan. 1, 2024
In
this
study,
a
mechanochemical
protocol
for
highly
efficient
and
ammonia-free
sodium-based
Birch
reduction
was
developed,
leveraging
the
use
of
cheap
easy-to-handle
sodium
lumps
d
-(+)-glucose
as
proton
source.
Science Advances,
Journal Year:
2025,
Volume and Issue:
11(5)
Published: Jan. 29, 2025
Heteroarene
skeletal
editing
is
gaining
popularity
in
synthetic
chemistry.
Transmuting
single
atoms
generates
molecules
that
have
distinctly
varied
properties,
thereby
fostering
potent
molecular
exchanges
can
be
extensively
used
to
synthesize
functional
molecules.
Herein,
we
present
a
convenient
protocol
for
nitrogen-carbon
single-atom
transmutations
isoquinolines,
which
inspired
by
the
Wittig
reaction
and
enables
easy
access
substituted
naphthalene
derivatives.
The
uses
an
inexpensive
commercially
available
phosphonium
ylide
as
carbon
source
furnish
wide
range
of
naphthalenes.
key
success
this
transformation
formation
triene
intermediate
through
ring
opening,
undergoes
6π-electrocyclization
elimination
processes
afford
product.
Furthermore,
strategy
facile
synthesis
13
C-labeled
naphthalenes
using
CH
3
PPh
I
commercial
C
facilitates
modifying
directing
group
C─H
functionalization.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(20)
Published: March 4, 2024
Abstract
Birch
reduction
and
similar
dissolved
metal‐type
transformations
hold
significant
importance
in
the
organic
synthesis
toolbox.
Historically,
field
has
been
dominated
by
alkali
metal
reductants.
In
this
study,
we
report
that
largely
neglected,
low‐reactive
alkaline
earth
metals
can
become
powerful
affordable
reductants
when
used
a
ball
mill
under
essentially
solvent‐free
conditions,
presence
of
ethylenediamine
THF
as
liquid
additives.
Calcium
reduce
both
electron‐deficient
electron‐rich
arenes,
with
yields
products
to
those
obtained
lithium
metal.
Magnesium
reveals
enhanced
reducing
power,
enabling
benzoic
acids
while
keeping
aromatic
moieties
intact
allows
for
chemoselective
transformations.
The
developed
mechanochemical
approach
uses
readily
available
safer‐to‐handle
metals,
operates
air
ambient
temperature
be
gram‐scale
preparations.
Finally,
demonstrate
conditions
other
reductive
transformations,
including
amination,
deoxygenation,
dehalogenation,
alkene
alkyne
reductions.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
novel
method
enables
inter-/intramolecular
benzannulation
to
synthesize
PAHs
have
been
disclosed.
Experimental
and
DFT
data
confirm
the
TDRA's
role
in
HAA
step
of
enolized
1,3-dicarbonyls
via
asynchronous
PCET.
Chemical Science,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
Hydrogenated
nanographene
has
attracted
attention
as
a
new
class
of
nanocarbon
material
owing
to
its
potential
applications
in
various
research
fields.