Tripodal Triptycenes as a Versatile Building Block for Highly Ordered Molecular Films and Self-Assembled Monolayers
Accounts of Chemical Research,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 7, 2025
ConspectusThe
design
of
properties
and
functions
molecular
assemblies
requires
not
only
a
proper
choice
building
blocks
but
also
control
over
their
packing
arrangements.
A
highly
versatile
unit
in
this
context
is
particular
type
triptycene
with
substituents
at
the
1,8,13-positions,
called
tripodal
triptycene,
which
offers
predictable
multiple
functionalization
sites,
both
opposite
4,5,16-
or
10
(bridgehead)-positions.
These
are
capable
two-dimensional
(2D)
nested
hexagonal
packing,
leading
to
formation
2D
sheets,
undergo
one-dimensional
(1D)
stacking
into
well-defined
"2D+1D"
structures.
This
ability
makes
it
possible
form
large-area
films
having
long-range
structural
integrity
even
on
polymer
substrates,
can
be
used
enhance
performance
organic
devices.
Importantly,
assembly
triptycenes
robust
impaired
when
chemically
modified
functional
units
chains.
In
addition,
introducing
suitable
functionalities
that
act
as
anchoring
groups
results
reliable
monomolecular
application-relevant
inorganic
generally
considered
quite
challenging
task.
Self-assembled
monolayers
(SAMs)
have
been
formed
Au(111),
Ag(111),
indium
tin
oxide.
On
gold,
these
SAMs
feature
typical
whereas,
silver,
distinct
polymorphism
several
different
motifs
occurs.
Along
basic,
nonsubstituted
SAMs,
specifically
functionalized
designed.
substitution
pattern
three
nitrile
tail
build
outermost
surface
triptycene-based
SAM
has
allowed
for
study
femtosecond
charge
transfer
dynamics
across
framework,
emphasis
so-called
matrix
effects
involving
intramolecular
pathways.
The
bridgehead
position
ferrocene
group
enabled
single-molecule
observation
redox
reactions
creation
unique
rectifiers,
exhibiting
effective
rectification
very
low
bias
voltage.
Complementary
synthesis
complex
triptycenes,
strategy
on-surface
click
Indeed,
an
ethynyl
10-position,
azide
functionalities,
works
well,
allowing
successive
layer
deposition.
tested
electron
beam
lithography
(EBL)
nanofabrication,
finding
serve
negative
resists
EBL
due
efficient
cross-linking,
giving
rise
triptycene-stemming
carbon
nanomembranes
(CNM).
membranes
lowest
lateral
material
densities
date
CNM
preparation,
them
regard.
Language: Английский
Beyond symmetric self-assembly and effective molarity: unlocking functional enzyme mimics with robust organic cages
Beilstein Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
21, P. 421 - 443
Published: Feb. 24, 2025
The
bespoke
environments
in
enzyme
active
sites
can
selectively
accelerate
chemical
reactions
by
as
much
1019.
Macromolecular
and
supramolecular
chemists
have
been
inspired
to
understand
mimic
these
accelerations
selectivities
for
applications
catalysis
sustainable
synthesis.
Over
the
past
60+
years,
mimicry
strategies
evolved
with
changing
interests,
understanding,
synthetic
advances
but,
ubiquitously,
research
has
focused
on
use
of
a
molecular
"cavity".
activities
different
cavities
vary
subset
features
available
particular
cavity
type.
Unsurprisingly,
without
access
mimics
able
encompass
more/all
functional
sites,
examples
cavity-catalyzed
processes
demonstrating
enzyme-like
rate
remain
rare.
This
perspective
will
briefly
highlight
some
key
traditional
catalysis,
type,
order
contextualize
recent
development
robust
organic
cage
catalysts,
which
exploit
stability,
functionality,
reduced
symmetry
enable
promising
catalytic
modes.
Language: Английский
Triptycepenes: Synthesis, Metal Complexes, and Their Reactivity in Catalytic Reactions
Shyam Sundar Mothuku,
No information about this author
Uwe Monkowius,
No information about this author
Marko Hapke
No information about this author
et al.
Organometallics,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 29, 2025
Language: Английский
1,4,5,8-tetrasubstituted dihydroanthracene-based triptycene trisquinones: Synthesis, structural, and physicochemical characterization
Chang-Seok Hyun,
No information about this author
Joohwan Eo,
No information about this author
Ji Eon Kwon
No information about this author
et al.
Synthetic Communications,
Journal Year:
2024,
Volume and Issue:
54(15), P. 1263 - 1272
Published: July 25, 2024
1,4,5,8-tetrasubstituted
dihyroanthracene-based
triptycene
trisquinones
(TT)
molecules,
THAO-TT
and
tris(THAO)-TT,
were
synthesized
by
Diels–Alder
reaction
between
TT
1,4,5,8-tetrakis(hexyloxy)anthracene
to
produce
the
extended
derivatives
containing
electron-accepting
functionality.
The
prepared
THOA-TT
tris(THOA)-TT
exhibited
excellent
thermal
stability
owing
rigid
framework.
optical
redox
properties
of
controlled
homoconjugation
benzoquinone
units
peripheral
through
connecting
methine
groups.
Language: Английский