Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(48), P. 7346 - 7360
Published: Jan. 1, 2023
This
article
discusses
the
photochemistry
of
several
diazo
compounds
undergoing
visible
light-mediated
photolysis
to
generate
free
carbenes
(or
other
highly
reactive
intermediates),
which
can
be
sequentially
trapped
by
different
reacting
partners.
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 13, 2024
Hypervalent
iodine(III)
compounds
have
found
wide
application
in
modern
organic
chemistry
as
environmentally
friendly
reagents
and
catalysts.
iodine
are
commonly
used
synthetically
important
halogenations,
oxidations,
aminations,
heterocyclizations,
various
oxidative
functionalizations
of
substrates.
Iodonium
salts
arylating
reagents,
while
iodonium
ylides
imides
excellent
carbene
nitrene
precursors.
Various
derivatives
benziodoxoles,
such
azidobenziodoxoles,
trifluoromethylbenziodoxoles,
alkynylbenziodoxoles,
alkenylbenziodoxoles
group
transfer
the
presence
transition
metal
catalysts,
under
metal-free
conditions,
or
using
photocatalysts
photoirradiation
conditions.
Development
hypervalent
catalytic
systems
discovery
highly
enantioselective
reactions
chiral
represent
a
particularly
recent
achievement
field
chemistry.
Chemical
transformations
promoted
by
many
cases
unique
cannot
be
performed
any
other
common,
non-iodine-based
reagent.
This
review
covers
literature
published
mainly
last
7-8
years,
between
2016
2024.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7401 - 7424
Published: May 12, 2023
Herein,
we
report
a
blue-light-driven
amination
of
C(sp2)-H
bond
naphthoquinones
and
quinones
with
the
N-H
primary
secondary
amines
for
synthesis
2-amino-naphthoquinones
2-amino-quinones.
The
coupling
wide
array
aliphatic,
aromatic,
chiral,
primary,
having
electron
donating
(-CH3,
-OCH3,
-SCH3),
withdrawing
(-F,
-Cl,
-Br,
-I),
CO2H,
-OH,
-NH2
groups
acidic
protons
selectively
occurred
to
afford
C-N
coupled
in
60-99%
yields
hydrogen
gas
as
byproduct
methanol
solvent
without
using
any
additional
reagents,
additives,
oxidant
under
blue
light
irradiation.
Mechanistic
insight
by
DFT
computation,
controlled
experiments,
kinetic
isotopic
effect,
substitution
effect
substrates
suggest
that
reaction
proceeds
radical
pathway
which
naphthoquinone
forms
highly
oxidizing
naphthoquinonyl
biradical
upon
irradiation
(457
nm).
Consequently,
transfer
from
electron-rich
amine
an
leads
anion
aminyl
cation,
followed
proton
delocalization
leading
carbon-centered
radical.
cross-coupling
nitrogen
radicals
bond,
subsequent
elimination
(which
was
also
confirmed
GC-TCD),
affording
2-amino-1,4-naphthoquinone
metal-,
reagent-,
base-,
oxidant-free
conditions.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
This
study
reports
a
photocatalytic
nitrene
transfer
reaction
of
1,3-dicarbonyl.
A
broad
range
substrates
and
iodinanes
are
shown,
enabling
direct
C–H
functionalization
without
the
need
for
pre-formed
nucleophilic
enolate
equivalents.
The Chemical Record,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 12, 2025
Abstract
Photosynthesis
in
plants
has
inspired
photochemical
reactions
organic
chemistry.
Synthetic
chemists
always
seek
cost‐effective,
operationally
simple,
averting
the
use
of
toxic
and
difficult‐to‐remove
metallic
catalysts,
atom
economical,
high
product
purity
reactions.
In
last
few
decades,
light
as
a
catalyst
increased
exponentially
literature
exploded
with
examples,
particularly
by
using
expensive
metal
complexes,
photosensitizers
like
dyes,
hypervalent
iodine,
or
inorganic
semiconductors.
this
report,
we
have
selected
interesting
examples
performed
without
any
photosensitizers.
These
inherent
potential
reactants
to
utilize
energy
initiate
chemical
Our
main
emphasis
is
highlight
structural
features
that
can
absorb
form
an
electron
donor‐acceptor
(EDA)
complex
during
reaction
reaction.
Considering
degree
variability
reactions,
utmost
care
been
taken
present
most
accurate
conditions.
A
short
introductory
section
on
will
act
anchor
revolve
around
discussed
explain
underlying
principle
mechanism.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(6), P. 1577 - 1586
Published: Jan. 1, 2023
Hypervalent
iodine
compounds
became
an
important
class
of
reagents
in
synthesis.
In
this
review,
we
present
reactivity
patterns
five
different
structural
classes
hypervalent
and
their
complexes
under
visible
light
irradiation.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(22), P. 4183 - 4187
Published: May 31, 2023
An
iminoiodane-enabled
oxidative
ring-opening
of
2H-indazoles
via
C-N
bond
cleavage
has
been
developed
under
metal-free
reaction
conditions.
This
methodology
afforded
a
new
array
unsymmetrical
ortho-N-acylsulfonamidated
azobenzenes
with
wide
functional
group
tolerance
in
good
yields.
The
potentially
proceeds
through
the
formation
zwitterionic
adduct,
which
is
formed
by
between
and
iminoiodane.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 2305 - 2312
Published: Sept. 11, 2024
Iminoiodinanes
comprise
a
class
of
hypervalent
iodine
reagents
that
is
often
encountered
in
nitrogen-group
transfer
(NGT)
catalysis.
In
general,
transition
metal
catalysts
are
required
to
effect
efficient
NGT
unactivated
olefins
because
iminoiodinanes
insufficiently
electrophilic
engage
direct
aziridination
chemistry.
Here,
we
demonstrate
1,1,1,3,3,3-hexafluoroisopropanol
(HFIP)
activates
N
-arylsulfonamide-derived
for
the
metal-free
olefins.
1
H
NMR
and
cyclic
voltammetry
(CV)
studies
indicate
hydrogen-bonding
between
HFIP
iminoiodinane
generates
an
oxidant
capable
Stereochemical
scrambling
during
1,2-disubstituted
observed
interpreted
as
evidence
proceeds
via
carbocation
intermediate
subsequently
cyclizes.
These
results
simple
method
activating
reagents,
provide
analysis
extent
activation
achieved
by
H-bonding,
potential
chemical
non-innocence
fluorinated
alcohol
solvents
Given
that
nonequilibrium
molecular
motion
in
thermal
gradients
is
influenced
by
both
solute
and
solvent,
the
application
of
spectroscopic
methods
probe
each
component
a
binary
mixture
can
provide
insights
into
mechanisms
diffusion
for
large
class
systems.
In
present
work,
we
use
an
all-optical
setup
whereby
near-infrared
excitation
leads
to
steady-state
gradient
solution,
followed
characterization
system
with
electronic
spectroscopy,
imaging
intensity.
Using
rhodamine
B
water
as
case
study,
perform
measurements
function
concentration,
temperature,
wavelength,
time,
laser
power,
visible
isotope
effect.
The
results
are
complemented
non-equilibrium
dynamics
simulations
analysis
infrared
spectra
heat
stochastic
coupled
Brownian/spectroscopic
dynamics.
Overall,
presented
here
exemplifies
how
probing
solvent
be
useful
understanding
optically-induced
aqueous
solution
B.
