Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
136(12)
Published: Dec. 5, 2023
Abstract
London
dispersion
(LD)
interactions
are
the
main
contribution
of
attractive
part
van
der
Waals
potential.
Even
though
LD
effects
driving
force
for
molecular
aggregation
and
recognition,
role
these
omnipresent
in
structure
reactivity
had
been
largely
underappreciated
over
decades.
However,
recent
years
considerable
efforts
have
made
to
thoroughly
study
their
potential
as
a
chemical
design
element
structures
catalysis.
This
was
possible
through
fruitful
interplay
theory
experiment.
review
highlights
results
advances
utilizing
structural
motif
understand
utilize
intra‐
intermolecularly
LD‐stabilized
systems.
Additionally,
we
focus
on
quantification
fundamental
reactions.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(9), P. 1794 - 1827
Published: Jan. 1, 2022
The
enantioselective
and
diastereoselective
hydrogenation
of
N-heteroaromatic
compounds
is
an
efficient
strategy
to
access
chirally
enriched
cyclic
heterocycles,
which
often
possess
highly
bio-active
properties.
This
strategy,
however,
has
only
been
established
in
recent
times.
part
due
the
challenges
high
stability
aromatic
presence
heteroatoms
that
have
potential
poison
chiral
catalysts.
Additionally,
are
a
structurally
diverse
family
substrates,
each
group
showing
distinct
reactivity
hydrogenation.
Advances
years
allowed
various
compounds,
including
pyridines,
indoles,
quinolines,
isoquinolines,
quinoxalines
imidazoles,
be
hydrogenated
with
good
excellent
enantioselectivity
under
appropriate
reaction
conditions.
Transition-metal
catalysis,
utilising
iridium,
ruthenium,
rhodium,
palladium
complexes,
found
play
important
role
this
field.
More
recently,
organocatalysis
shown
for
certain
compounds.
review
provides
analysis
developments
importance
these
molecules
their
applications
drug
discovery
highlighted
throughout
review.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
63(12)
Published: Dec. 5, 2023
London
dispersion
(LD)
interactions
are
the
main
contribution
of
attractive
part
van
der
Waals
potential.
Even
though
LD
effects
driving
force
for
molecular
aggregation
and
recognition,
role
these
omnipresent
in
structure
reactivity
had
been
largely
underappreciated
over
decades.
However,
recent
years
considerable
efforts
have
made
to
thoroughly
study
their
potential
as
a
chemical
design
element
structures
catalysis.
This
was
possible
through
fruitful
interplay
theory
experiment.
review
highlights
results
advances
utilizing
structural
motif
understand
utilize
intra-
intermolecularly
LD-stabilized
systems.
Additionally,
we
focus
on
quantification
fundamental
reactions.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 11, 2024
The
homogeneous
catalytic
hydrogenation
of
benzo-fused
heteroarenes
generally
provides
partially
hydrogenated
products
wherein
the
heteroaryl
ring
is
preferentially
reduced,
such
as
quinoline
hydrogenation,
leading
to
1,2,3,4-tetrahydroquinoline.
Herein,
we
report
a
carbocycle-selective
fused
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(10)
Published: Jan. 13, 2023
The
selective
hydrogenation
of
benzofurans
in
the
presence
a
heterogeneous
non-noble
metal
catalyst
is
reported.
developed
optimal
catalytic
material
consists
cobalt-cobalt
oxide
core-shell
nanoparticles
supported
on
silica,
which
has
been
prepared
by
immobilization
and
pyrolysis
cobalt-DABCO-citric
acid
complex
silica
under
argon
at
800
°C.
This
novel
allows
for
simple
functionalized
to
2,3-dihydrobenzofurans
as
well
related
heterocycles.
versatility
reported
protocol
showcased
reduction
selected
drugs
deuteration
Further,
stability,
recycling,
reusability
Co-nanocatalyst
are
demonstrated.
Nano Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 23, 2024
Chemoselective
hydrogenation
of
quinoline
and
its
derivatives
is
a
significant
strategy
to
achieve
the
corresponding
1,2,3,4-tetrahydroquinolines
(py-THQ)
for
various
potential
applications.
Here,
we
precisely
constructed
titanium
carbide
supported
atomically
dispersed
Pd
catalyst
(Pd
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
62(3)
Published: Nov. 9, 2022
Treatment
of
phosphino(imino)pyridine
(PIP)
molybdenum
cyclooctadiene
(COD)
complexes
[(PIP)Mo(COD)]
with
dihydrogen
in
the
presence
benzene
selectively
furnished
cyclohexadienyl
hydrides
[(PIP)MoH(η5
-C6
H7
)],
which
are
precatalysts
for
hydrogenation
to
cyclohexane.
)]
arises
from
a
rarely
observed
insertion
into
molybdenum-hydride
bond,
key
step
molybdenum-catalyzed
homogeneous
arenes.
The
reaction
toluene
afforded
single
isomer
corresponding
hydride
while
para-xylene
predominantly
formed
η6
-arene
complex
product
being
minor
component.
Addition
carbon
monoxide
cyclohexane-d12
solution
liberated
cyclohexadiene,
providing
experimental
support
higher
kinetic
barrier
subsequent
steps
en
route
cycloalkanes.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(30)
Published: Feb. 24, 2023
Nanostructured
earth
abundant
metal
catalysts
that
mediate
important
chemical
reactions
with
high
efficiency
and
selectivity
are
of
great
interest.
This
study
introduces
a
synthesis
protocol
for
nanostructured
catalysts.
Three
components,
an
inexpensive
precursor,
easy
to
synthesize
N/C
porous
support
material
undergo
pyrolysis
give
the
catalyst
in
simple,
single
step.
By
applying
this
synthesis,
highly
active
cobalt
general
selective
hydrogenation
aromatic
heterocycles
could
be
generated.
The
reaction
is
regard
organic
hydrogen
storage.
mild
conditions
observed
quinolines
permit
numerous
classes
N-,
O-
S-heterocyclic
compounds
such
as:
quinoxalines,
pyridines,
pyrroles,
indoles,
isoquinoline,
aciridine
amine,
phenanthroline,
benzofuranes,
benzothiophenes.
Organic Process Research & Development,
Journal Year:
2024,
Volume and Issue:
28(8), P. 3229 - 3247
Published: July 17, 2024
Evolution
of
a
synthetic
process
to
prepare
ABBV-105,
Bruton's
tyrosine
kinase
(BTK)-inhibitor,
on
multikilogram
scale
is
described.
The
first-generation
route
utilized
chiral
resolution
the
penultimate
intermediate
(7).
Either
Bartoli
or
Leimgruber–Batcho
indole
synthesis
was
used
key
intermediate,
boronate
ester
(23).
As
demand
for
API
increased,
found
be
low-yielding
and
expensive.
It
required
column
chromatography,
had
multiple
alerting
structures
from
mutagenic
impurity
assessment,
suffered
lack
robustness.
In
second-generation
novel
Ru-catalyzed
asymmetric
hydrogenation
1,2,5,6-tetrahydropyridine
(21)
developed
establish
stereocenter.
Compound
21
accessed
via
Suzuki
coupling
23,
prepared
by
Friedel–Crafts
acylation,
with
vinyl
bromide
(24)
in
presence
very
low
loading
Pd
catalyst
(0.15
mol
%
Pd).
Finally,
(7)
coupled
acryloyl
chloride
using
an
impinging
jet
API.
Detailed
kinetic
mechanistic
work
conducted
control
persistent
impurities
formed
step.
robust,
chromatography-free
high-yielding
liability.