ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(5), P. 3020 - 3035
Published: Feb. 14, 2023
The
Ir-MaxPHOX-type
catalysts
demonstrated
high
catalytic
performance
in
the
hydrogenation
of
a
wide
range
nonchelating
olefins
with
different
geometries,
substitution
patterns,
and
degrees
functionalization.
These
air-stable
readily
available
have
been
successfully
applied
asymmetric
di-,
tri-,
tetrasubstituted
(ee′s
up
to
99%).
combination
theoretical
calculations
deuterium
labeling
experiments
led
uncovering
factors
responsible
for
enantioselectivity
observed
reaction,
allowing
rationalization
most
suitable
substrates
these
Ir-catalysts.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(18), P. 6724 - 6745
Published: April 23, 2021
Tandem
catalysis
enables
the
rapid
construction
of
complex
architectures
from
simple
building
blocks.
This
Perspective
shares
our
interest
in
combining
stereoselective
hydrogenation
with
transformations
such
as
isomerization,
oxidation,
and
epimerization
to
solve
diverse
challenges.
We
highlight
use
tandem
for
preparing
natural
products
prochiral
blocks
present
involving
transfer
dynamic
kinetic
resolution.
Finally,
we
underline
recent
breakthroughs
opportunities
asymmetric
hydrogenation.
ACS Catalysis,
Journal Year:
2021,
Volume and Issue:
11(12), P. 7281 - 7291
Published: June 4, 2021
Ir-catalyzed
asymmetric
hydrogenation
of
quinolines
was
developed,
and
both
enantiomers
chiral
tetrahydroquinoline
derivatives
could
be
easily
obtained,
respectively,
in
high
yields
with
good
enantioselectivities
through
the
adjustment
reaction
solvents
(toluene/dioxane:
up
to
99%
yield,
98%
ee
(R),
TON
=
680;
EtOH:
94%
(S),
1680).
It
provided
an
efficient
simple
synthetic
strategy
for
enantiodivergent
synthesis
tetrahydroquinolines,
gram-scale
proceeded
well
low-catalyst
loading
these
two
systems.
A
series
deuterium-labeling
experiments,
control
1H
NMR
electrospray
ionization-mass
spectrometry
experiments
have
been
conducted,
a
reasonable
possible
process
revealed
on
basis
useful
observations.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
62(6)
Published: Dec. 12, 2022
Chiral
α-substituted
ethylphosphonate
and
ethylphosphine
oxide
compounds
are
widely
used
in
drugs,
pesticides,
ligands.
However,
their
catalytic
asymmetric
synthesis
is
still
rare.
Of
the
only
hydrogenation
methods
available
at
present,
all
cases
use
rare
metal
catalysts.
Herein,
we
report
an
efficient
earth-abundant
transition-metal
nickel
catalyzed
affording
corresponding
chiral
products
with
up
to
99
%
yield,
96
ee
(enantiomeric
excess)
(99
ee,
after
recrystallization)
1000
S/C
(substrate/catalyst);
this
also
first
study
on
of
terminal
olefins
using
a
catalyst
under
hydrogen
atmosphere.
The
mechanism
was
investigated
via
deuterium-labelling
experiments
calculations
which
indicate
that
two
added
atoms
come
from
gas.
Additionally,
it
believed
reaction
involves
NiII
rather
than
Ni0
cyclic
process
based
weak
attractive
interactions
between
Ni
olefin
substrate.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(5), P. 3020 - 3035
Published: Feb. 14, 2023
The
Ir-MaxPHOX-type
catalysts
demonstrated
high
catalytic
performance
in
the
hydrogenation
of
a
wide
range
nonchelating
olefins
with
different
geometries,
substitution
patterns,
and
degrees
functionalization.
These
air-stable
readily
available
have
been
successfully
applied
asymmetric
di-,
tri-,
tetrasubstituted
(ee′s
up
to
99%).
combination
theoretical
calculations
deuterium
labeling
experiments
led
uncovering
factors
responsible
for
enantioselectivity
observed
reaction,
allowing
rationalization
most
suitable
substrates
these
Ir-catalysts.
