Royal Society of Chemistry eBooks,
Год журнала:
2023,
Номер
unknown, С. 257 - 300
Опубликована: Дек. 20, 2023
The
photooxidation
of
thioethers
under
visible-light
heterogeneous
and
homogeneous
photocatalysis
methodologies
is
reported
dealing
with
preparative
mechanistic
viewpoints
the
photoreactions.
photocatalytic
reactions
involve
use
different
metal–organic
frameworks
containing
a
wide
variety
metals
(Zr,
Bi,
Ru,
VO2+,
In,
Ag,
Sn,
among
others)
providing
outstanding
performances.
On
other
hand,
oxidation
are
based
on
photoorganocatalytic
methodologies.
Photocatalytic
methods
employed
metal
photocatalysts
derived
from
ruthenium,
iridium
platinum
complexes
while
used
traditional
organic
photosensitizers
such
as
triphenylamine,
anthraquinone,
carbazole
xanthone
derivatives.
Triplet
energy
photosensitization
electron
transfer
pathways
involved
in
thioethers.
Catalysts,
Год журнала:
2023,
Номер
13(2), С. 220 - 220
Опубликована: Янв. 18, 2023
Oxygen
atom
incorporation
into
organic
molecules
is
one
of
the
most
powerful
strategies
to
increase
their
pharmacological
activity
and
obtain
valuable
intermediates
in
synthesis.
Traditional
oxidizing
agents
perform
very
well,
but
environmental
impact
low
selectivity
constitute
significant
limitations.
On
contrary,
visible-light-promoted
oxygenations
represent
a
sustainable
method
for
compounds,
since
only
molecular
oxygen
photocatalyst
are
required.
Therefore,
photocatalytic
oxygenation
reactions
exhibit
high
atom-economy
eco-compatibility.
This
mini-review
collects
analyzes
recent
literature
on
organo-photocatalysis
applications
promote
selective
substrates.
In
particular,
acridinium
salts,
Eosin
Y,
Rose
Bengal,
cyano-arenes,
flavinium
quinone-based
dyes
widely
used
as
photocatalysts
several
transformations
alkanes,
alkenes,
alkynes,
aromatic
amines,
phosphines,
silanes,
thioethers.
this
context,
organo-photocatalysts
proved
be
highly
efficient
catalytic
terms,
showing
similar
or
even
superior
performances
with
respect
metal-based
counterparts,
while
maintaining
impact.
addition,
given
mild
reaction
conditions,
photo-oxygenation
processes
often
display
remarkable
selectivity,
which
striking
feature
late-stage
functionalization
complex
molecules.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14016 - 14025
Опубликована: Окт. 11, 2022
A
chemoselective
photocatalytic
system
to
perform
thioether
oxidation
sulfoxide
is
presented.
The
light-induced
process
here
promoted
by
a
metal-free
quinoid
catalyst,
namely
1-hexylKuQuinone
(KuQ).
Reactions
performed
in
fluorinated
solvent
(i.e.,
HFIP),
using
O2
as
the
oxidant,
at
room
temperature,
lead
complete
thioanisole
conversion
methyl
phenyl
60
min.
Remarkably,
can
be
recharged
and
recycled
without
loss
of
activity
selectivity,
reaching
turnover
numbers
(TONs)
higher
than
4000.
Excellent
catalytic
performances
full
selectivity
have
also
been
obtained
for
substituted
derivatives,
aliphatic,
cyclic,
diaryl
thioethers.
Likewise,
heteroaromatic
organosulfur
compounds
accomplished,
with
longer
reaction
times.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(10), С. 2012 - 2020
Опубликована: Янв. 1, 2024
N
-Trifluoromethylthio
sulfoximines
were
oxidized
using
NaOCl·5H
2
O
to
the
corresponding
novel
-trifluoromethylsulfaneylidene
in
high
yields
and
with
excellent
green
metrics.
Scientific Reports,
Год журнала:
2025,
Номер
15(1)
Опубликована: Фев. 3, 2025
Abstract
A
visible
light
mediated
photocatalyst-free
synthesis
of
N
-substituted
2-aminobenzimidazoles
directly
from
o
-phenylenediamines
and
isothiocyanates
is
developed
in
a
one-pot
fashion.
This
reaction
proceeds
through
three
steps:
-substitution
-phenylenediamines,
thiourea
formation
cyclodesulfurization.
method
enables
the
rapid
efficient
structurally
diverse
2-aminobenzimidazoles,
achieving
yields
up
to
92%
across
69
examples.
The
practicality
demonstrated
by
gram-scale
synthesis.
key
advantages
this
include
use
less
toxic
solvent
aqueous
media,
elimination
photocatalyst,
simple,
practical
setup
(one-pot,
open-flask,
ambient
temperature).
Mechanistic
insights
are
gathered
control
experiments,
including
on/off
cycles
radical
inhibition
studies.
results
indicate
that
involves
with
pathway
light.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(35)
Опубликована: Июнь 25, 2023
Abstract
Evaluation
of
quinacridone
(QA)
derivatives
as
homogeneous
metal‐free
photocatalysts
is
here
presented.
QA
were
synthetized
and
systematically
characterized,
measuring
their
ground
state
excited
redox
potentials
in
dichloromethane
(DCM)
1,1,1,3,3,3‐hexafluoro‐2‐propanol
(HFIP),
order
to
understand
how
structural
modifications
influenced
photocatalytic
properties.
In
particular,
the
effect
dicyanomethylene
nitro
EWG
groups
was
investigated,
develop
a
photocatalyst
capable
promoting
oxidative
processes
presence
molecular
oxygen.
Among
analyzed
derivatives,
2,9‐dinitro‐
N,N′
‐dibutylquinacridone
(DNDBQA)
one
with
highest
reduction
potential
(E
red*
=1.60
V
HFIP
vs
SCE),
while
N,N’
(DBQA)
showed
valuable
=1.29
V;
E
ox*
=−1.28
making
it
suitable
for
bimodal
applications
reductive
processes.
Afterwards,
examined
promote
selective
aerobic
oxidation
thioether
sulfoxide.
Promising
results
thioanisole
achieved
all
tested
photocatalysts,
terms
yield
selectivity.
Remarkably,
DBQA
best
performances,
catalyzing
reaction
only
20
minutes,
using
0.5
%
photocatalyst,
showing
excellent
performances
several
derivatives.
Polymer Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Two
distinct
vinylene-linked
fully
conjugated
POPs
were
achieved
by
reacting
difluoroboron
β-diketonate
complexes
with
reactive
methyl
groups
and
a
carbazole-bearing
aldehyde.
