Ligand‐Enabled Gold‐Catalyzed Cyanation of Organohalides
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(47)
Опубликована: Авг. 12, 2024
Abstract
Herein,
we
disclose
the
first
report
on
gold‐catalyzed
C(sp
2
)‐CN
cross‐coupling
reaction
by
employing
a
ligand‐enabled
Au(I)/Au(III)
redox
catalysis.
This
transformation
utilizes
acetone
cyanohydrin
as
nucleophilic
cyanide
source
to
convert
simple
aryl
and
alkenyl
iodides
into
corresponding
nitriles.
Combined
experimental
computational
studies
highlighted
crucial
role
of
cationic
silver
salts
in
activating
stable
(P,N)‐AuCN
complex
towards
oxidative
addition
subsequently
generate
key
aryl‐Au(III)
complexes.
Язык: Английский
Gold-Catalyzed 1,2-Carboxyarylation of Alkenes
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 24, 2025
Herein,
we
disclose
an
unprecedented
gold-catalyzed
1,2-carboxyarylation
of
alkenes
through
ligand-enabled
Au(I)/Au(III)
catalysis.
Unlike
other
approaches
for
the
arylative
functionalization
C-C
multiple
bonds,
attempts
to
utilize
weak
nucleophiles
such
as
carboxylate
anions
were
unsuccessful.
The
key
achieving
this
transformation
is
use
a
1,3-diketone-appended
alkene,
which
undergoes
oxyarylation
followed
by
retro-aldol
reaction
afford
product.
Detailed
mechanistic
investigations
conducted
support
proposed
mechanism.
Язык: Английский
Exploring the Electronic and Steric Effects of Hemilabile (P^N) Ligands in Redox Gold Catalysis: Application to the Cross-Coupling Reaction of Aliphatic Amines with Aryl Iodides
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 28, 2025
Herein,
we
report
17
new
(P^N)
ligands
for
redox
gold
catalysis,
featuring
various
substituents
at
-C4,
-C5,
and
-C6
of
the
aryl
ring
nitrogen
handle.
Rate
kinetics
experiments
revealed
that
electron-rich
-C4
-C5
positions
enhanced
rate
oxidative
addition
Au(I)
with
C(sp2)-Br
bonds
compared
to
electron-poor
substituents.
Further,
an
unprecedented
gold-catalyzed
arylation
aliphatic
amines
using
electronically
rich
ligand
(L6)
-OMe
group
position.
Язык: Английский
Catalytic Transfer Hydrodeoxygenation of Lignin-Derived Phenolic Compounds over RuMo/NC with Isopropanol as In Situ Hydrogen Source
Energy & Fuels,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Язык: Английский
Gold-Catalyzed Migratory Insertion of Alkynes
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 7867 - 7876
Опубликована: Апрель 28, 2025
Язык: Английский
Synthesis of Aryl Thiocyanates, Aryl Dithiocarbamates, Aryl Sulfones, and Aryl Thiobenzoates via Au-Catalyzed C–S Cross-Couplings
Organic Letters,
Год журнала:
2024,
Номер
26(46), С. 9835 - 9840
Опубликована: Ноя. 11, 2024
We
have
developed
an
efficient
gold-catalyzed
C-S
cross-coupling
of
various
silver-based
thionucleophiles
with
aryl
iodides.
Our
method
offers
a
one-stop-shop
solution
for
synthesizing
diverse
sulfur-containing
aromatics,
including
thiocyanic
acids,
diethyldithiocarbamates,
sulfones,
and
thiobenzoates.
protocol
gives
moderate
to
excellent
yields
compatibility
functional
groups.
In
comparison
other
transition-metal-catalyzed
cross-couplings,
our
has
advantages
in
broad
applicability
high
tolerance
toward
air
moisture.
Язык: Английский
Ligand‐Enabled Gold‐Catalyzed Cyanation of Organohalides
Angewandte Chemie,
Год журнала:
2024,
Номер
136(47)
Опубликована: Авг. 12, 2024
Abstract
Herein,
we
disclose
the
first
report
on
gold‐catalyzed
C(sp
2
)‐CN
cross‐coupling
reaction
by
employing
a
ligand‐enabled
Au(I)/Au(III)
redox
catalysis.
This
transformation
utilizes
acetone
cyanohydrin
as
nucleophilic
cyanide
source
to
convert
simple
aryl
and
alkenyl
iodides
into
corresponding
nitriles.
Combined
experimental
computational
studies
highlighted
crucial
role
of
cationic
silver
salts
in
activating
stable
(P,N)‐AuCN
complex
towards
oxidative
addition
subsequently
generate
key
aryl‐Au(III)
complexes.
Язык: Английский