Research Square (Research Square),
Journal Year:
2023,
Volume and Issue:
unknown
Published: Oct. 30, 2023
Abstract
Numerous
applications
of
alkenes
exist
due
to
their
abundance
and
versatility
in
chemical
transformations.
In
this
study,
we
present
a
unique
novel
transformation
alkenes,
the
aza-version
canonical
ozonolysis
reaction,
which
termed
as
triazenolysis.
This
process
offers
non-trivial
previously
unfeasible
synthetic
disconnection,
allowing
cleavage
C=C
double
bond
into
two
new
C-N
bonds
reductive
manner.
We
carefully
examined
applicability
finding
that
diverse
cyclic
are
suitable
for
developed
process.
Furthermore,
an
example
acyclic
alkene,
illustrating
potential
expanding
triazenolysis
other
counterparts.
Through
DFT
calculations,
explored
mechanism
key
step
demonstrated
significance
Lewis
acid
catalysis
achieving
desired
transformation.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(6), P. 3603 - 3608
Published: Jan. 31, 2024
The
first
example
of
a
hitherto-unknown
facet
catalytic
photooxidant
capability
nitrenium
cations
is
reported
herein.
fundamental
limitation
inability
the
traditional
and
nitreniums
to
achieve
excited-state
redox
potential
beyond
+2.0
V
(vs
Ag/AgCl),
primary
requirement
for
powerful
photooxidant,
addressed
in
this
work
by
developing
structurally
unique
class
N-fused
cations,
with
required
structural
engineering
involving
extensive
π-conjugation
through
ring
fusion
at
site,
which
enabled
significant
lowering
LUMO
energy
easy
reduction
excited
state
(excited-state
up
+2.5
vs
facilitated
effective
delocalization/stabilization
generated
radical.
This
finding
opens
new
way
discover
novel
useful
(photo)catalytic
properties
just
Lewis
acidity.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(33), P. 6189 - 6194
Published: Aug. 14, 2023
N-Heterocyclic
nitreniums
(NHNs)
have
been
utilized
as
Lewis
acid
catalysts
to
activate
substrates
with
lone
pairs.
Alternative
their
conventional
applications,
we
discovered
that
NHNs
can
also
serve
charge
transfer
complex
catalysts.
Herein,
present
another
potential
of
by
utilizing
a
weak
interaction
between
and
CF3SO2Cl.
The
method
promotes
CF3SO2Cl
undergo
photohomolysis,
resulting
in
the
CF3
radical.
Mechanistic
studies
suggested
could
be
due
π-hole
effect
NHNs.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(89), P. 13336 - 13339
Published: Jan. 1, 2023
Reported
here
is
a
strategy
to
access
C-heteroaryl
glycosides
by
photoredox
catalysis.
C6-Glycosylated
phenanthridine
derivatives
are
synthesized
from
biphenyl
isocyanides
and
glycosyl
bromides.
Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: March 1, 2024
The
photoredox
radical-polar
crossover
paradigm
is
a
valuable
tool
for
1,2-difunctionalization
of
alkenes.
However,
the
use
unactivated
alkyl
halides
as
radical
precursors
remains
far
less
developed.
Here,
we
report
photoreductive
N-heterocyclic
nitrenium-catalyzed
1,2-dicarbofunctionalization
alkenes
by
using
and
aryl
iodides.
These
reactions
can
be
carried
out
under
simple,
transition-metal-free
conditions
with
easily
obtainable
materials
such
alkyl/aryl
halides,
alkenes,
aldehydes.
exhibit
broad
range
substrate
compatibility
good
tolerance
towards
functional
groups.
This
approach
offers
new
to
unlock
carbon
skeletons.
An
efficient
photoactive
charge
transfer
complex
protocol
for
the
synthesis
of
phenanthridine
derivatives
by
reaction
2-isocyanobiaryls
with
α-chloro
esters
is
established.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(7), P. 2070 - 2074
Published: Jan. 1, 2024
A
straightforward
photoinduced
NHN-catalyzed
method
for
generating
nucleophilic
selenolates
from
diselenides
without
the
need
of
stoichiometric
reductants.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 19, 2024
Abstract
N-Heterocyclic
nitreniums
(NHNs)
are
isoelectronic
and
isostructural
analogues
of
N-heterocyclic
carbenes
(NHCs).
Unlike
NHCs,
NHNs
much
less
developed.
While
a
comprehensive
understanding
NHN
reactivity
remains
elusive,
recent
advancements
have
demonstrated
their
utility
as
Lewis
acid
catalysts,
photoreductants,
photooxidants,
leading
to
several
reaction
patterns.
In
this
short
review,
we
focus
on
the
applications
in
photoredox
reactions.
We
also
discuss
mechanisms
behind
these
transformations
outline
future
research
directions.
1
Introduction
2
Application
Nitreniums
Photoreductants
3
Facilitate
Photohomolysis
4
Photooxidants
5
Conclusion
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
11(3), P. 673 - 683
Published: Nov. 28, 2023
We
report
an
efficient
and
versatile
catalytic
N-heterocyclic
nitrenium
charge
transfer
complex
strategy
for
the
single-electron
reduction
of
chloroform,
resulting
in
generation
dichloromethyl
radical
use
various
transformations.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(8)
Published: July 8, 2023
Abstract
Sulfonamide
is
one
of
the
most
important
structures
in
organic
chemistry
due
to
its
frequent
appearance
natural
products
as
well
pharmaceuticals.
This
study
reports
a
visible‐light‐promoted
strategy
for
synthesis
sulfonamides
from
arylazo
sulfones.
One‐pot
tri‐component
reactions
were
conducted
using
sulfones,
DABSO,
and
amines
presence
CuBr
2
coupling
catalyst
under
irradiation
with
blue
LEDs
prepare
various
good
yields
mild
conditions.
method
could
be
used
effectively
produce
variety
useful
sulfonamides.
