Angewandte Chemie,
Год журнала:
2023,
Номер
135(28)
Опубликована: Май 15, 2023
Abstract
Chiral
diarylmethylamines
(DAMA)
are
important
structural
motifs
widely
present
in
pharmaceuticals,
natural
products,
and
chiral
ligands.
Herein,
we
reported
a
highly
enantioselective
synthesis
of
DAMAs
via
cobalt‐catalyzed
C−H
alkoxylation
strategy.
The
reaction
features
easy
operation,
the
use
earth‐abundant
cost‐efficient
cobalt(II)
catalyst,
readily
available
ligand.
A
range
were
efficiently
synthesized
high
yields
with
excellent
enantioselectivities
(up
to
90
%
yield
up
99
ee)
through
desymmetrization
parallel
kinetic
resolution.
Moreover,
this
protocol
was
also
compatible
benzylamines
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(28)
Опубликована: Май 15, 2023
Abstract
Chiral
diarylmethylamines
(DAMA)
are
important
structural
motifs
widely
present
in
pharmaceuticals,
natural
products,
and
chiral
ligands.
Herein,
we
reported
a
highly
enantioselective
synthesis
of
DAMAs
via
cobalt‐catalyzed
C−H
alkoxylation
strategy.
The
reaction
features
easy
operation,
the
use
earth‐abundant
cost‐efficient
cobalt(II)
catalyst,
readily
available
ligand.
A
range
were
efficiently
synthesized
high
yields
with
excellent
enantioselectivities
(up
to
90
%
yield
up
99
ee)
through
desymmetrization
parallel
kinetic
resolution.
Moreover,
this
protocol
was
also
compatible
benzylamines
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(5), С. 2916 - 2925
Опубликована: Фев. 19, 2024
Sulfonium,
selenonium,
telluronium,
and
iodonium
cyanoborohydrides
have
been
synthesized,
isolated,
fully
characterized
by
various
methods,
including
single-crystal
X-ray
diffraction
(XRD)
analysis.
The
quantum
theory
of
atoms
in
molecules'
analysis
based
on
the
XRD
data
indicated
that
hydride···σ-hole
short
contacts
observed
crystal
structures
each
compound
a
purely
noncovalent
nature.
telluronium
provide
significantly
higher
rate
model
reaction
imine
hydrogenation
compared
with
sodium
tetrabutylammonium
cyanoborohydrides.
Based
NMR
high-resolution
electrospray
ionization
mass
spectrometry
indicating
progress
is
accompanied
cation
reduction,
mechanism
involving
intermediate
formation
elusive
onium
hydrides
has
proposed
as
an
alternative
to
conventional
electrophilic
activation
moiety
its
ligation
cation's
σ-hole.
Green Chemistry,
Год журнала:
2024,
Номер
26(22), С. 11019 - 11060
Опубликована: Янв. 1, 2024
Recent
advances
in
the
amination
of
biomass-derived
molecules
to
generate
valuable
nitrogenous
chemicals
by
employing
thermocatalysis,
electrocatalysis
and
photocatalysis
strategies
are
reviewed.
Abstract
A
sustainable
upgrading
of
renewable
bulk
materials,
obtained
by
decomposition
biomass
lignocellulose,
could
facilitate
their
use
in
the
industrial
production
chemicals.
Homogeneous
ruthenium
catalysis
plays
a
fundamental
role
this
area.
The
review
deals
with
upgradation
lignocellulosic
molecules
through
formation
new
C−C
and
C−N
bonds.
Selected
examples
catalytic
bond
forming
reactions
reported
until
mid
2023,
include:
(a)
dehydrogenative
based
couplings
alcohols,
(b)
reductive
amination
carbonyl
compounds,
(c)
direct
C−H
functionalization
(hetero)aromatic
compounds.
These
approaches
fulfill
requirements
sustainability:
application
occurs
without
any
previous
substrate
activation,
thus
reducing
waste.
New
chemicals
containing
intrinsic
molecular
structure
lignocellulose
substrates,
showed
broad
range
applications:
green
fuels,
hydrogen
carriers,
monomers
polymers,
intermediates
fine
pharmaceuticals.
results
discussed
inspire
reader
to
improve
valorization
process,
terms
bio‐substrate
scope
as
well
product
complexity,
more
strategic
applications
methods.
Tetrahedron Green Chem,
Год журнала:
2023,
Номер
1, С. 100008 - 100008
Опубликована: Янв. 1, 2023
The
development
of
effective
methodologies
for
the
sustainable
production
chemicals
and
biofuels
from
lignocellulosic
biomass
has
attracted
immense
attention
scientific
community.
However,
it
is
challenging
due
to
highly
complex
nature
sources.
Over
past
few
decades,
numerous
reports
targeting
various
catalytic
transformation
reactions
highlighting
vital
role
catalysts
in
substrate
activation
product
selectivity
have
appeared
literature.
Through
this
perspective,
we
present
recent
advances
metal
complexes-based
molecular
catalysis
transforming
biomass-derived
5-hydroxymethylfurfural
(5-HMF)
furfural
(FAL)
industrially
important
chemicals,
materials,
pharmaceuticals,
biofuels.
This
article
focuses
on
5-HMF
FAL
involving
hydrogenation,
ring
opening,
hydrogenolysis,
oxidation,
amination
over
catalysts,
provide
insights
into
systems
explored
allied
areas.
Organic Letters,
Год журнала:
2024,
Номер
26(34), С. 7122 - 7127
Опубликована: Авг. 21, 2024
Herein,
we
present
the
simplest
approach
for
synthesis
of
primary
amines
via
reductive
amination
using
H2
as
a
reductant
and
aqueous
ammonia
nitrogen
source,
catalyzed
by
amorphous
Co
particles.
The
highly
active
particles
were
prepared
in
situ
simply
mixing
commercially
available
CoCl2
NaBH4/NaHBEt3
without
any
ligand
or
support.
This
reaction
system
features
mild
conditions
(80
°C,
1–10
bar),
high
selectivity
(99%),
wide
substrate
scope,
simple
operation,
easy
separation
catalyst.
successful
large-scale
application
this
production
suggests
its
potential
industrial
interest.
European Journal of Inorganic Chemistry,
Год журнала:
2023,
Номер
26(29)
Опубликована: Авг. 1, 2023
Abstract
Herein
we
report
a
cobalt‐catalyzed
sustainable
approach
for
C−N
cross‐coupling
reaction
between
amines
and
alcohols.
Using
well‐defined
Co‐catalyst
1
bearing
2‐(phenyldiazenyl)‐1,10‐phenanthroline
ligand,
various
N
‐alkylated
were
synthesized
in
good
yields.
efficiently
alkylates
diamines
producing
,
N′
‐dialkylated
yields
showed
excellent
chemoselectivity
when
oleyl
alcohol
β‐citronellol,
containing
internal
carbon‐carbon
double
bond
used
as
alkylating
agents.
is
equally
compatible
with
synthesizing
‐heterocycles
via
dehydrogenative
coupling
of
H
‐Indole
was
an
intramolecular
‐alkylation
reaction,
substituted
quinolines
by
2‐aminobenzyl
secondary
A
few
control
reactions
spectroscopic
experiments
conducted
to
illuminate
the
plausible
mechanism,
indicating
that
‐catalyzed
proceeds
through
borrowing
hydrogen
pathway.
The
coordinated
arylazo
ligand
participates
actively
throughout
reaction;
eliminated
during
dehydrogenation
alcohols
set
aside
backbone
subsequently
gets
transferred
reductive
amination
step
imine
intermediates
yielding
amines.
On
other
hand,
quinoline
synthesis
followed
successive
C−C
steps
forming
2
O
by‐product
under
air.
