Abstract
An
iridium
complex
based
on
the
unsymmetrical
pyrenyl‐thiophene‐benzothiazole
ligand
was
synthesized,
and
supported
reduced
graphene
oxide
successfully.
The
developed
catalyst
PTB‐Ir@rGO
characterized
through
SEM,
TEM,
XPS,
EDS.
Meanwhile,
we
found
that
this
heterogeneous
had
high
catalytic
activity
in
N‐alkylation
of
benzamide
with
alcohols
via
borrowing
hydrogen
strategy.
Moreover,
several
control
reactions
preliminary
mechanism
explorations
were
carried
out
to
study
transformation.
Finally,
recycling
experiment
showed
could
be
reused
at
least
five
times
without
a
significant
decrease
activity.
Antibiotics,
Год журнала:
2023,
Номер
12(2), С. 365 - 365
Опубликована: Фев. 9, 2023
Ruthenium
N-heterocyclic
carbene
(NHC)
complexes
have
unique
physico-chemical
properties
as
catalysts
and
a
huge
potential
in
medicinal
chemistry
pharmacology,
exhibiting
variety
of
notable
biological
activities.
In
this
review,
the
most
recent
studies
on
ruthenium
NHC
are
summarized,
focusing
specifically
antimicrobial
antiproliferative
generally
active
against
Gram-positive
bacteria,
such
Bacillus
subtilis,
Staphylococcus
aureus,
Micrococcus
luteus,
Listeria
monocytogenes
seldom
Gram-negative
including
Salmonella
typhimurium,
Pseudomonas
aeruginosa
Escherichia
coli
fungal
strains
Candida
albicans.
The
activity
was
tested
cancer
cell
lines
human
colon,
breast,
cervix,
epidermis,
liver
rat
glioblastoma
lines.
demonstrated
cytotoxicity
higher
than
standard
anticancer
drugs.
Further
needed
to
explore
mechanism
action
these
interesting
compounds.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(2), С. 1135 - 1146
Опубликована: Янв. 5, 2023
The
"borrowing
hydrogen"
(BH)
approach
for
the
N-alkylation
of
phenylenediamines
using
alcohols
as
coupling
partners
is
highly
challenging
due
to
selectivity
issue
generated
products.
Furthermore,
development
base-metal
systems
that
can
potentially
substitute
precious
metals
with
competitive
activity
a
major
challenge
in
BH
catalysis.
We
present
herein
an
efficient
protocol
N,N'-di-alkylation
aromatic
diamines
situ-generated
Ni-NHC
complex
from
NiCl2
and
ligand
L1,
which
gave
access
wide
range
N,N'-di-alkylated
orthophenylene
(rather
than
generally
observed
benzimidazole
derivatives),
meta-
para-phenylene
along
2,6-diamino
pyridine
derivatives
good
excellent
yields.
Moreover,
catalyst
system
was
also
successful
derivatization
clinically
important
drug
molecule,
Dapsone.
Notably,
could
be
applied
effectively
synthesize
unsymmetrically
substituted
via
sequential
alkylation
first
report
best
our
knowledge.
Diverse
control
experiments
including
deuterium
incorporation
studies
suggest
proceeds
sequence.
New Journal of Chemistry,
Год журнала:
2023,
Номер
47(17), С. 8305 - 8317
Опубликована: Янв. 1, 2023
The
catalytic
efficacy
of
N-coordinated
Ru(
ii
)-complexes
has
been
examined
for
N
-alkylation
amines
in
a
benign
and
solvent-free
conditions.
Electron
deficient
[Ru-1]
led
to
superior
conversion
due
Metal
Ligand
Cooperation.
Catalysis Science & Technology,
Год журнала:
2022,
Номер
12(12), С. 4050 - 4056
Опубликована: Янв. 1, 2022
A
heteroditopic
Ru(
ii
)-bis-NHC
complex
in
combination
with
dppe
was
developed
as
an
effective
catalyst
system
(0.2
mol%
loading)
for
the
N
-alkylation
of
amides
and
selective
mono-/di-alkylation
4-aminobenzamide
derivatives
excellent
yields.
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.
Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(7)
Опубликована: Май 27, 2022
Abstract
A
N
‐heterocyclic
carbene‐phosphine
iridium
complex
is
presented
for
the
efficient
and
selective
mono‐
‐alkylation
of
sulfonamides
with
alcohols
based
on
a
borrowing
hydrogenation
strategy.
Herein,
water
only
by‐product
this
methodology
thus
offers
more
environmentally
benign
interesting
alternative
to
use
traditional
alkylating
reagents.
This
facile
protocol
tolerates
large
number
(hetero)
aromatic
aliphatic
as
well
obtain
desired
product
high
isolated
yield
(up
98%).
The
alkylation
completely
retards
after
formation
secondary
sulfonamide
no
over‐alkylation
was
observed
in
all
cases.
option
run
reaction
under
solvent‐free
conditions
scalability
are
key
features
protocol.
Higher
amines
are
important
high-valuable
chemicals
with
wide
applications,
and
amination
of
alcohols
is
a
green
route
to
them,
which
however
generally
suffers
from
harsh
reaction
conditions
use
equivalent
base.
Herein,
we
report
an
ionic-liquid
(IL)
hydrogen-bonding
promoted
dihydrogen
autotransfer
strategy
for
higher
over
cobalt
catalyst
under
base-free
conditions.
Co(BF4
)2
⋅
6
H2
O
complexed
triphos
IL
(e.
g.,
tetrabutylphosphonium
tetrafluoroborate,
[P4444
][BF4
])
shows
high
performances
the
tolerant
scope
alcohols,
affording
in
good
excellent
yields.
Mechanism
investigation
indicates
that
[BF4
]-
anion
activates
alcohol
via
hydrogen
bonding,
promoting
transfer
both
hydroxyl
H
α-H
atoms
form
aldehyde
intermediate
dihydride
complex,
involved
subsequent
reductive
amination.
This
provides
effective
amination,
may
have
promising
applications
alcohol-involved
alkylation
reactions.
