The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4569 - 4580
Published: March 21, 2023
Organoboron
showed
great
potential
in
the
synthesis
of
various
high-value
chemical
compounds.
Direct
hydroboration
olefins
has
been
witnessed
over
time
as
a
mainstream
method
for
organoboron
In
this
work,
an
electroreductive
anti-Markovnikov
approach
with
readily
available
B2pin2
to
synthesize
valuable
compounds
high
chemo-
and
regioselectivities
under
metal
catalyst-free
conditions
was
reported.
This
protocol
exhibited
broad
substrate
scope
good
functional-group
tolerance
on
styrenes
heteroaromatic
olefins,
providing
synthetically
useful
alkylborons
efficiency
even
deuterium
borylation
products
D-incorporation
when
CD3CN
employed
solvent.
Furthermore,
gram-scale
reactions
extensive
functional
derivatization
further
highlighted
method.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
122(2), P. 2752 - 2906
Published: Aug. 10, 2021
Photoinduced
chemical
transformations
have
received
in
recent
years
a
tremendous
amount
of
attention,
providing
plethora
opportunities
to
synthetic
organic
chemists.
However,
performing
photochemical
transformation
can
be
quite
challenge
because
various
issues
related
the
delivery
photons.
These
challenges
barred
widespread
adoption
steps
industry.
past
decade,
several
technological
innovations
led
more
reproducible,
selective,
and
scalable
photoinduced
reactions.
Herein,
we
provide
comprehensive
overview
these
exciting
advances,
including
flow
chemistry,
high-throughput
experimentation,
reactor
design
scale-up,
combination
photo-
electro-chemistry.
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(22), P. 16365 - 16609
Published: Nov. 9, 2022
Photocatalyzed
and
photosensitized
chemical
processes
have
seen
growing
interest
recently
become
among
the
most
active
areas
of
research,
notably
due
to
their
applications
in
fields
such
as
medicine,
synthesis,
material
science
or
environmental
chemistry.
Among
all
homogeneous
catalytic
systems
reported
date,
photoactive
copper(I)
complexes
been
shown
be
especially
attractive,
not
only
alternative
noble
metal
complexes,
extensively
studied
utilized
recently.
They
are
at
core
this
review
article
which
is
divided
into
two
main
sections.
The
first
one
focuses
on
an
exhaustive
comprehensive
overview
structural,
photophysical
electrochemical
properties
mononuclear
typical
examples
highlighting
critical
structural
parameters
impact
being
presented
enlighten
future
design
complexes.
second
section
devoted
application
(photoredox
catalysis
organic
reactions
polymerization,
hydrogen
production,
photoreduction
carbon
dioxide
dye-sensitized
solar
cells),
illustrating
progression
from
early
current
state-of-the-art
showcasing
how
some
limitations
can
overcome
with
high
versatility.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(23), P. 16295 - 16305
Published: May 30, 2024
Atomically
precise
metal
nanoclusters
(NCs)
have
become
an
important
class
of
catalysts
due
to
their
catalytic
activity,
high
surface
area,
and
tailored
active
sites.
However,
the
design
development
bond-forming
reaction
based
on
copper
NCs
are
still
in
early
stages.
Herein,
we
report
synthesis
atomically
nanocluster
with
a
planar
core
unique
shell,
[Cu45(TBBT)29(TPP)4(C4H11N)2H14]2+
(Cu45)
(TBBT:
4-tert-butylbenzenethiol;
TPP:
triphenylphosphine),
yield
via
one-pot
reduction
method.
The
resulting
structurally
well-defined
Cu45
is
highly
efficient
catalyst
for
hydroboration
alkynes
alkenes.
Mechanistic
studies
show
that
single-electron
oxidation
situ-formed
ate
complex
enables
formation
boryl-centered
radicals
under
mild
conditions.
This
work
demonstrates
promise
as
C–B
heteroatom
reactions.
compatible
wide
range
alkenes
functional
groups
producing
hydroborated
products.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(21), P. 4818 - 4840
Published: Sept. 16, 2021
Abstract
Hydroboration
of
alkynes
is
special
interest
to
researchers
since
it
the
most
straightforward
process
for
synthesis
highly
important
vinylborane
synthetic
intermediate
compounds.
It
significant
in
terms
both
regioselectivity
and
stereoselectivity,
several
positional
isomers
are
formed
during
hydroboration.
Given
importance
this
class
compounds,
an
extensive
study
has
been
carried
out
regarding
catalytic
condition
development
detailed
mechanistic
studies
selectively
obtaining
a
single
isomer.
This
review
comprehensively
summarizes
regioselective
stereoselective
hydroboration
alkynes.
aimed
at
giving
readers
accurate
knowledge
systems
available
certain
We
anticipate
that
inclusive
will
encourage
explore
more
new
types
achieve
remarkable
magnified
image
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(27), P. 12052 - 12061
Published: June 29, 2022
Activation
of
aryl
chlorides
in
cross-coupling
reactions
is
a
long-standing
challenge
organic
synthesis
that
great
interest
to
industry.
Ultrasmall
(<3
nm),
atomically
precise
nanoclusters
(NCs)
are
considered
one
the
most
promising
catalysts
due
their
high
surface
area
and
unsaturated
active
sites.
Herein,
we
introduce
copper
nanocluster-based
catalyst,
[Cu61(StBu)26S6Cl6H14]
(Cu61NC)
enables
C–N
bond-forming
under
visible-light
irradiation
at
room
temperature.
A
range
N-heterocyclic
nucleophiles
electronically
sterically
diverse
aryl/hetero
react
this
new
Cu61NC-catalyzed
process
afford
coupling
products
good
yields.
Mechanistic
studies
indicate
single-electron-transfer
(SET)
between
photoexcited
Cu61NC
complex
halide
C–N-arylation
reaction.
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(28), P. 13006 - 13017
Published: July 5, 2022
A
dual
catalyst
system
based
on
ligand
exchange
of
two
diphosphine
ligands
possessing
different
properties
in
a
copper
complex
has
been
devised
to
merge
metal-
and
photocatalytic
activation
modes.
This
strategy
applied
the
formal
anti-hydroboration
activated
internal
alkynes
via
tandem
sequence
which
Cu/Xantphos
catalyzes
B2pin2-syn-hydroboration
alkyne
whereas
Cu/BINAP
serves
as
photocatalyst
for
visible
light-mediated
isomerization
resulting
alkenyl
boronic
ester.
Photochemical
studies
by
means
UV–vis
absorption,
steady-state
time-resolved
fluorescence,
transient
absorption
spectroscopy
have
allowed
characterizing
photoactive
species
reaction
its
interaction
with
intermediate
syn-alkenyl
ester
through
energy
transfer
from
triplet
excited
state
catalyst.
In
addition,
mechanistic
shed
light
into
speciation
interplay
between
catalytic
cycles
critical
success
factors.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(32), P. 4275 - 4289
Published: Jan. 1, 2024
This
review
describes
the
recent
research
on
radical
hydroboration,
which
covers
different
boron
sources
including
N-heterocyclic
carbene
borane,
bis(pinacolato)diboron
and
pinacolborane,
as
well
strategies
in
boryl
generation.
Chemistry - A European Journal,
Journal Year:
2021,
Volume and Issue:
27(46), P. 11818 - 11822
Published: June 2, 2021
Abstract
Herein,
the
photocatalytic
hydrosilylation
of
alkynes
and
alkenes
under
continuous
flow
conditions
is
described.
By
using
0.2
mol
%
developed
[Cu(dmp)(XantphosTEPD)]PF
6
blue
LEDs
irradiation,
a
large
panel
was
hydrosilylated
in
good
to
excellent
yields
with
functional
group
tolerance.
The
mechanism
reaction
studied,
plausible
scenario
suggested.
