Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(43)
Published: July 22, 2024
Abstract
Aryl
fluorosulfates
of
varying
complexities
have
been
used
in
amination
reactions
water
using
a
new
Pd
oxidative
addition
complex
(
OAC‐1
)
developed
specifically
to
match
the
needs
fine
chemicals
industry,
not
only
terms
functional
group
tolerance,
but
also
reflecting
time
considerations
associated
with
these
important
C−N
couplings.
Also
especially
noteworthy
is
that
they
replace
both
PFAS‐related
triflates
and
nonaflates,
which
are
today
out
favor
due
recent
government
regulations.
The
based
on
BippyPhos
ligand
at
low
loadings
under
aqueous
micellar
conditions.
Moreover,
it
easily
prepared
stable
long
term
storage.
DFT
calculations
OAC
precatalyst
compare
well
X‐ray
structure
crystals
π‐complexation
aromatic
system
confirm
NMR
data
showing
mixture
conformers
solution
differ
from
rotation
phenyl
t
‐butyl
substituents.
An
extensive
variety
coupling
partners,
including
pharmaceutically
relevant
APIs,
readily
participate
mild
environmentally
responsible
reaction
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(6), P. 6749 - 6794
Published: Feb. 24, 2022
Dipolar
aprotic
and
ethereal
solvents
comprise
just
over
40%
of
all
organic
utilized
in
synthetic
organic,
medicinal,
process
chemistry.
Unfortunately,
many
the
common
"go-to"
are
considered
to
be
"less-preferable"
for
a
number
environmental,
health,
safety
(EHS)
reasons
such
as
toxicity,
mutagenicity,
carcinogenicity,
or
practical
handling
flammability
volatility.
Recent
legislative
changes
have
initiated
implementation
restrictions
on
use
commonly
employed
dipolar
dimethylformamide
(DMF)
N-methyl-2-pyrrolidinone
(NMP),
ethers
1,4-dioxane.
Thus,
with
growing
legislative,
EHS,
societal
pressures,
need
identify
implement
alternative
that
greener,
safer,
more
sustainable
has
never
been
greater.
Within
this
review,
ubiquitous
nature
is
discussed
respect
physicochemical
properties
made
them
so
appealing
chemists.
An
overview
current
being
imposed
discussed.
A
variety
alternative,
garnered
attention
past
decade
then
examined,
case
studies
examples
where
less-preferable
successfully
replaced
safer
highlighted.
Finally,
general
guidance
solvent
selection
replacement
included
Supporting
Information
review.
JACS Au,
Journal Year:
2024,
Volume and Issue:
4(2), P. 301 - 317
Published: Jan. 16, 2024
Water
is
considered
to
be
the
most
sustainable
and
safest
solvent.
Micellar
catalysis
a
significant
contributor
chemistry
in
water.
It
promotes
pathways
involving
water-sensitive
intermediates
transient
catalytic
species
under
micelles'
shielding
effect
while
also
replacing
costly
ligands
dipolar-aprotic
solvents.
However,
there
lack
of
critical
information
about
micellar
catalysis.
This
includes
why
it
works
better
than
traditional
organic
solvents,
specific
rules
differ
from
those
conventional
catalysis,
how
limitations
can
addressed
future.
Perspective
aims
highlight
current
gaps
our
understanding
provide
an
analysis
designer
surfactants'
origin
essential
components.
will
fundamental
including
aqueous
micelles
simultaneously
perform
multiple
functions
such
as
solvent,
ligand,
reaction
promoter.
Current Opinion in Colloid & Interface Science,
Journal Year:
2023,
Volume and Issue:
64, P. 101681 - 101681
Published: Feb. 13, 2023
Micellar
catalysis
is
playing
a
major
role
in
green
chemistry
with
ever
increasing
applications
the
efficient
and
sustainable
preparation
of
natural
compounds,
drugs,
more
recently
organic
semiconductors
for
printed
electronics.Most
contributions
field
focus
on
developments
surfactants
suitable
formulative
conditions
capable
reproducingand
often
improvingthe
yield
reactions
commonly
performed
solvents.The
real
ambition
micellar
approach
goes
beyond
improvement
sustainability
existing
methods
aims
at
mimicking
not
only
efficiency
but
also
selectivity
enzymatic
catalysis.This
review
summarizes
relevant
examples
enabled,
efficient,
selective
transformations,
discusses
different
kind
processes
impacting
product
distribution
depending
details
state
achieved.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(17), P. 2349 - 2352
Published: Jan. 1, 2024
A
sustainable
C(sp
2
)–C(sp
3
)
cross-electrophile
coupling
was
developed
between
readily
available
5-bromophthalide
and
1-benzyl-4-iodopiperidine
under
micellar
conditions,
leading
to
a
key
intermediate
of
one
our
development
compounds.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(5), P. 3179 - 3186
Published: Feb. 17, 2023
A
protocol
has
been
developed
that
not
only
simplifies
the
preparation
of
nanoparticles
(NPs)
containing
ppm
levels
ligated
palladium
affect
heterogeneous
catalysis
but
also
ensures
they
afford
products
cross-couplings
reproducibly
due
to
freshly
prepared
nature
each
reagent.
Four
different
types
couplings
are
studied:
Suzuki-Miyaura,
Sonogashira,
Mizoroki-Heck,
and
Negishi
reactions,
all
performed
under
mild
aqueous
micellar
conditions.
The
simplified
process
relies
on
initial
formation
stable,
storable
Pd-
ligand-free
NPs,
which
is
then
added
appropriate
amount
Pd(OAc)2
ligand-matched
desired
type
coupling,
in
water.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
24(18), P. 6849 - 6853
Published: Jan. 1, 2022
A
convenient
synthesis
of
valuable
arylthioesters
via
visible-light-induced
radical
coupling
acyl
oxime
acetates
with
thiophenols
in
water
was
developed.
ACS Sustainable Chemistry & Engineering,
Journal Year:
2024,
Volume and Issue:
12(31), P. 11473 - 11479
Published: July 15, 2024
A
nonionic
surfactant
has
been
developed
from
agricultural
waste
and
its
potential
application
for
the
Ni-catalyzed
C–P
cross-coupling
reaction
in
water.
The
was
fully
characterized
by
various
spectroscopic
imaging
techniques.
size
of
micelles
morphological
changes
presence
catalysts/substrates
were
established
using
transmission
electron
microscopy
(TEM),
dynamic
light
scattering
(DLS),
confocal
microscopy.
Controlled
31P
NMR,
19F
mass
spectrometry,
X-ray
photoelectron
spectroscopy
(XPS)
analysis
revealed
possible
reactive
intermediates
mechanisms.
synthesis
shown
20
g
1
scale,
respectively.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 18, 2025
In
this
paper,
micellar-mediated
synthesis
of
chalcones
was
explored.
After
optimization
the
reaction
conditions,
cationic
surfactant
CTAB
and
nonionic
one,
Tween
80,
were
taken
into
consideration.
Both
surfactants
used
to
study
scope
Claisen–Schmidt
reactants,
a
wide
on
both
aromatic
aldehydes
methyl
ketones
explored,
obtaining
from
good
very
yields
in
most
cases
thus
demonstrating
that
can
be
proficiently
synthesized
micellar
solutions
with
functional
group
tolerability.
Often,
when
one
did
not
perform
well,
other
performed
better,
use
different
constitute
alternative
overcome
reactivity
problems.
Besides,
80
proposed
as
greener
cases.
Some
reactions
gave
low
yields,
showing
some
specific
improvements
would
needed
address
reactivity.
The
medium
studied
by
NMR
search
for
information
about
association
reactants
micelles
their
locations
within
them.
Diffusion
Ordered
Spectroscopy
(DOSY)
applied
assess
interaction
percentage
incorporation
micelles.