Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(41), P. 7497 - 7501
Published: Oct. 6, 2022
This
work
describes
a
general
method
for
the
efficient
production
of
class
cage
B-centered
carboranyl
radicals
at
B3,
B4,
and
B9
sites
via
visible-light-promoted
palladium(0)/palladium(I)
pathway
using
readily
available
iodo-o-carboranes
as
starting
materials.
The
electrophilicities
these
hypervalent
boron-centered
decrease
in
following
order:
B3
>
B4
B9.
They
are
useful
intermediates
preparation
family
B-(hetero)arylated
o-carboranes
ambient
temperature.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(31), P. 5768 - 5773
Published: Aug. 3, 2023
A
photoinduced
charge
transfer
complex
(CTC)-enabled
photoreduction
of
carborane
phosphonium
salts
for
the
cage
carbon
(hetero)arylation
carboranes
was
developed.
It
offers
a
convenient
approach
introducing
wide
range
aryl
and
heteroaryl
groups,
such
as
pyrroles,
thiophenes,
indoles,
thianaphthenes,
benzofurans,
pyridines,
benzenes,
into
carboranes.
This
strategy
operational
simplicity,
mild
reaction
conditions,
broad
substrate
scope,
making
it
highly
advantageous.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(27), P. 10392 - 10401
Published: Jan. 1, 2024
A
Pd-catalyzed
cross-coupling
system
has
been
developed
to
achieve
vicinal
diamination
of
9,10-dibromo-carborane
with
NH-heterocycles
and
anilines.
These
products
can
be
further
converted
carborane-fused
six-
seven-membered
heterocycles.
Inorganic Chemistry,
Journal Year:
2022,
Volume and Issue:
61(38), P. 15051 - 15057
Published: Sept. 13, 2022
In
this
work,
two
pathways
of
reactivity
are
investigated
to
generate
site-specific
substitutions
at
the
B7
vertex
luminescent
boron
cluster,
anti-B18H22.
First,
a
palladium-catalyzed
cross-coupling
reaction
utilizing
precursor
7-I-B18H21
and
series
model
nucleophiles
was
developed,
ultimately
producing
several
B-N-
B-O-substituted
species.
Interestingly,
B-I
bond
in
cluster
can
also
be
substituted
an
uncatalyzed
fashion,
leading
formation
various
B-N,
B-O,
B-S
products.
This
work
highlights
intricate
differences
corresponding
these
analyzes
role
solvents
additives
on
product
distributions.
As
result
our
synthetic
studies,
seven
new
B18-based
clusters
were
synthesized,
isolated,
characterized
by
mass
spectrometry
nuclear
magnetic
resonance
(NMR)
spectroscopy.
The
photoluminescence
properties
structurally
similar
ether
thioether
products
further
investigated,
with
both
exhibiting
blue
fluorescence
solution
298
K
long-lived
green
or
yellow
phosphorescence
77
K.
Overall,
shows,
for
first
time,
ability
perform
substitution
boron-halogen
resulting
photoluminescent
molecules.
Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
12(3)
Published: Dec. 21, 2022
Abstract
A
ruthenium‐catalyzed
selective
B4
amidation
of
o
‐carboranes
with
a
variety
alkyl‐,
aryl‐,
and
heteroaryl‐substituted
dioxazolones
is
developed
by
carboxylic
acid‐assisted
B(4)‐H
bond
activation
in
‐carborane
acids,
affording
multitude
(4)‐amidated
good
yields
the
evolution
carbon
dioxide.
In
addition,
two‐fold
decarboxylative
reaction
cage
was
accomplished.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(41), P. 7497 - 7501
Published: Oct. 6, 2022
This
work
describes
a
general
method
for
the
efficient
production
of
class
cage
B-centered
carboranyl
radicals
at
B3,
B4,
and
B9
sites
via
visible-light-promoted
palladium(0)/palladium(I)
pathway
using
readily
available
iodo-o-carboranes
as
starting
materials.
The
electrophilicities
these
hypervalent
boron-centered
decrease
in
following
order:
B3
>
B4
B9.
They
are
useful
intermediates
preparation
family
B-(hetero)arylated
o-carboranes
ambient
temperature.