Journal of Medicinal Chemistry,
Год журнала:
2024,
Номер
67(10), С. 7668 - 7758
Опубликована: Май 7, 2024
Covalent
inhibitors
and
other
types
of
covalent
modalities
have
seen
a
revival
in
the
past
two
decades,
with
variety
new
targeted
drugs
having
been
approved
recent
years.
A
key
feature
such
molecules
is
an
intrinsically
reactive
group,
typically
weak
electrophile,
which
enables
irreversible
or
reversible
formation
bond
specific
amino
acid
target
protein.
This
often
called
"warhead",
critical
determinant
ligand's
activity,
selectivity,
general
biological
properties.
In
2019,
we
summarized
emerging
re-emerging
warhead
chemistries
to
cysteine
acids
(Gehringer,
M.;
Laufer,
S.
A.
J.
Med.
Chem.
62,
5673−5724;
DOI:
10.1021/acs.jmedchem.8b01153).
Since
then,
field
has
rapidly
evolved.
Here
discuss
progress
on
warheads
made
since
our
last
Perspective
their
application
medicinal
chemistry
chemical
biology.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(14), С. 9920 - 9927
Опубликована: Апрель 1, 2024
Plastic
recycling
is
critical
for
waste
management
and
achieving
a
circular
economy,
but
it
entails
difficult
trade-offs
between
performance
recyclability.
Here,
we
report
thermoset,
poly(α-cyanocinnamate)
(PCC),
synthesized
using
Knoevenagel
condensation
terephthalaldehyde
(TPA)
triarm
cyanoacetate
star,
that
tackles
this
difficulty
by
harnessing
its
intrinsically
conjugated
dynamic
chemical
characteristics.
PCCs
exhibit
extraordinary
thermal
mechanical
properties
with
typical
Tg
of
∼178
°C,
Young's
modulus
3.8
GPa,
tensile
strength
102
MPa,
along
remarkable
flexibility
dimensional
stabilities.
Furthermore,
end-of-life
can
be
selectively
degraded
partially
recycled
back
into
one
starting
monomer
TPA
new
production
cycle
or
reprocessed
through
exchange
aided
chain-ends.
This
study
lays
the
scientific
groundwork
design
robust
recyclable
thermosets,
transformative
potential
in
plastic
engineering.
Macromolecules,
Год журнала:
2024,
Номер
57(3), С. 1362 - 1369
Опубликована: Фев. 5, 2024
Dynamic
covalent
thermosets
have
emerged
as
a
next-generation
sustainable
plastic
that
combines
the
advantages
of
traditional
and
thermoplastics.
However,
dynamic
generally
suffer
from
trade-off
between
strength/stiffness
ductility/toughness.
Herein,
strategy
to
simultaneously
strengthen
toughen
thermosets,
incorporation
hydrogen-bonded
(H-bonded)
cross-links
into
networks,
is
reported.
We
designed
polyimine
network
cross-linked
by
both
imine
bonds
H-bonds,
resulting
in
remalleable
recyclable
thermoset
with
high
yield
strength
(ca.
55.2
MPa)
Young's
modulus
1.7
GPa)
well
ductility
72%)
toughness
32.7
MJ
m–3).
When
H-bonded
are
removed
or
replaced
bonds,
mechanical
polyimines
significantly
declined,
respectively.
Therefore,
this
work
provides
an
effective
design
principle
for
strong
tough
modularity
recyclability.
Molecules,
Год журнала:
2024,
Номер
29(14), С. 3261 - 3261
Опубликована: Июль 10, 2024
Dynamic
bonds
can
facilitate
reversible
formation
and
dissociation
of
connections
in
response
to
external
stimuli,
endowing
materials
with
shape
memory
self-healing
capabilities.
Temperature
is
an
stimulus
that
be
easily
controlled
through
heat.
covalent
temperature
reversibly
connect,
exchange,
convert
chains
the
polymer.
In
this
review,
we
introduce
dynamic
operate
without
catalysts
various
ranges.
The
basic
bonding
mechanism
kinetics
are
examined
understand
chemistry
performed
by
equilibrium
control.
Furthermore,
a
recent
synthesis
method
implements
coupling
based
on
polymers
introduced.
depending
applied
expand
use
polymers,
providing
predictions
for
development
future
smart
materials.
Sustainable Chemistry for the Environment,
Год журнала:
2024,
Номер
5, С. 100066 - 100066
Опубликована: Янв. 6, 2024
The
one-pot,
three-component
cyclization
reaction
a
wide
variety
of
aryl/heteroaryl
aldehydes,
hydroxylamine
hydrochloride,
and
β-keto
ester
compounds
was
performed
in
simple
manner.
reactions
carried
out
the
presence
sodium
chloride
(NaCl)
as
profitable,
green,
efficient
catalyst
at
room
temperature.
Optimization
experiments
indicate
that
amount
17
mol%
loaded
NaCl
is
sufficient
to
catalyze
reaction.
Among
advantages
this
NaCl-catalyzed
method
are
availability
catalyst,
no
need
for
synthesis
several
steps,
commercially
available
reactants,
use
aqueous
conditions,
clean
synthesis,
non-inflammable
medium,
environmental
pollution,
safety,
cost-effectiveness,
pot-economy,
optimum
efficiency,
carbon
economy
steps.
Due
absence
harmful
solvents,
an
abundant,
low-cost,
useful
water
solvent,
considered
green
synthesis.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(3), С. 1799 - 1805
Опубликована: Янв. 11, 2024
Coupling
of
photoswitching
with
dynamic
covalent
chemistry
enables
control
the
formation
and
cleavage
bonds
by
light
irradiation.
peri-Aryloxyanthraquinones
feature
an
exclusive
ability
to
switch
electrophilicity
interconversion
between
para-
ana-quinone
isomers,
which
was
used
for
first
time
implementation
a
C–O
bond.
Photogenerated
ana-isomers
undergo
concerted
oxa-Michael
addition
phenols
give
hitherto
unknown
4-hydroxy-10,10-diaryloxyanthracen-9-ones.
These
species
were
found
be
in
equilibrium
corresponding
ana-quinones,
thus
forming
system
new
type.
Withdrawal
colored
ana-quinones
from
equilibria
visible
irradiation
resulted
two
para-quinones
"locked"
aryloxy
groups.
Abstract
Developing
dynamic
chemistry
for
polymeric
materials
offers
chemical
solutions
to
solve
key
problems
associated
with
current
plastics.
Mechanical
performance
and
function
are
equally
important
in
material
design
because
the
former
determines
application
scope
latter
enables
recycling
hence
sustainability.
However,
it
is
a
long‐term
challenge
balance
subtle
trade‐off
between
mechanical
robustness
properties
single
material.
The
rise
of
chemistry,
including
supramolecular
covalent
provides
many
opportunities
versatile
molecular
tools
designing
constitutionally
that
can
adapt,
repair,
recycle.
Facing
growing
social
need
developing
advanced
sustainable
without
compromising
properties,
recent
progress
showing
how
toolbox
be
explored
enable
high‐performance
by
engineering
strategies
discussed
here.
state
art
milestones
summarized
discussed,
followed
an
outlook
toward
future
challenges
present
this
field.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Июнь 3, 2024
Covalent
adaptable
networks
(CANs),
leveraging
the
dynamic
exchange
of
covalent
bonds,
emerge
as
a
promising
material
to
address
challenge
irreversible
cross-linking
in
thermosetting
polymers.
In
this
work,
we
explore
introduction
catalyst-free
and
associative
C=C/C=N
metathesis
reaction
into
polyurethanes,
creating
CANs
with
superior
stability,
solvent
resistance,
thermal/mechanical
properties.
By
incorporating
reaction,
stress-relaxation
is
significantly
accelerated
compared
imine-bond-only
networks,
rate
adjustable
by
modifying
substituents
ortho
position
double
bonds.
The
obtained
plasticity
enables
recycle
without
altering
chemical
structure
or
mechanical
properties,
also
found
be
vital
for
achieving
shape
memory
functions
complex
spatial
structures.
This
new
crosslinker
polymer
has
potential
accelerate
ongoing
exploration
malleable
functional
thermoset
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(26), С. 18074 - 18082
Опубликована: Июнь 21, 2024
A
cyclic
thioenone
system
capable
of
controlled
ring-opening
polymerization
(ROP)
is
presented
that
leverages
a
reversible
Michael
addition-elimination
(MAE)
mechanism.
The
monomers
are
easy
to
access
and
modify
for
the
first
time
incorporate
dynamic
reversibility
MAE
with
chain-growth
polymerization.
This
strategy
features
mild
conditions,
tunable
functionalities,
molecular
weights
(
