Angewandte Chemie,
Journal Year:
2022,
Volume and Issue:
135(5)
Published: Nov. 16, 2022
Abstract
Exploring
new
noncovalent
bonding
motifs
with
reversibly
tunable
binding
affinity
is
of
fundamental
importance
in
manipulating
the
properties
and
functions
supramolecular
self‐assembly
systems
materials.
Herein,
for
first
time,
we
demonstrate
a
unique
visible‐light‐switchable
telluro‐triazole/triazolium‐based
chalcogen
(ChB)
system
which
Te
moieties
are
connected
by
azobenzene
cores.
The
strengths
between
these
azo‐derived
ChB
receptors
halide
anions
(Cl
−
,
Br
)
could
be
regulated
upon
irradiation
visible
light
different
wavelengths.
cis
‐bidentate
exhibit
enhanced
anion
ability
compared
to
trans
‐monodentate
receptors.
In
particular,
telluro‐triazolium‐based
receptor
can
achieve
both
high
significantly
photoswitchable
affinities
anions,
enable
it
serve
as
an
efficient
photocontrolled
organocatalyst
ChB‐assisted
abstraction
Friedel–Crafts
alkylation
benchmark
reaction.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(15), P. 10199 - 10207
Published: July 20, 2022
Sulfonium
and
selenonium
salts,
represented
by
S-aryl
dibenzothiophenium
Se-aryl
dibenzoselenophenium
triflates,
were
found
to
exhibit
remarkable
catalytic
activity
in
the
model
Groebke–Blackburn–Bienaymé
reaction.
Kinetic
analysis
density
functional
theory
(DFT)
calculations
indicated
that
their
effect
is
induced
ligation
of
reaction
substrates
σ-holes
on
S
or
Se
atom
cations.
The
experimental
data
although
10-fold
excess
chloride
totally
inhibits
sulfonium
salt
remains
catalytically
active,
which
can
be
explained
experimentally
lower
binding
constant
derivative
comparison
with
analogue.
Both
types
salts
than
dibenziodolium
species.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 13, 2025
Herein,
we
describe
a
hexavalent
tellurium-based
chalcogen
bonding
catalysis
platform
capable
of
addressing
reactivity
and
selectivity
issues.
This
research
demonstrates
that
tellurium
salts
can
serve
as
class
highly
active
catalysts
for
the
first
time.
The
centers
in
these
have
only
one
exposed
interaction
site,
thus
providing
favorable
condition
controlling
reaction
selectivity.
advantages
were
demonstrated
by
their
remarkable
catalytic
activity
cyanidation
difluorocyclopropenes
through
C-F
bond
activation,
which
otherwise
low
reactive
under
strong
Lewis
acids
or
inaccessible
representative
divalent/tetravalent
donors.
catalyst
was
further
highlighted
its
capability
to
address
previously
unresolved
problem
associated
with
acid
approach,
upon
using
some
less
silyl
enol
ethers
nucleophiles
functionalization
difluorocyclopropenes.
generality
this
versatile
application
different
systems.
differentiate
two
similar
free
OH
groups
glycosyl
acceptors
achieve
excellent
regio-
stereoselectivity
synthesis
disaccharides,
tetravalent
gave
Mechanistic
investigation
suggests
catalyst-glycosyl
donor-acceptor
ternary
supramolecular
complex
is
operative.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
62(5)
Published: Nov. 16, 2022
Exploring
new
noncovalent
bonding
motifs
with
reversibly
tunable
binding
affinity
is
of
fundamental
importance
in
manipulating
the
properties
and
functions
supramolecular
self-assembly
systems
materials.
Herein,
for
first
time,
we
demonstrate
a
unique
visible-light-switchable
telluro-triazole/triazolium-based
chalcogen
(ChB)
system
which
Te
moieties
are
connected
by
azobenzene
cores.
The
strengths
between
these
azo-derived
ChB
receptors
halide
anions
(Cl-
,
Br-
)
could
be
regulated
upon
irradiation
visible
light
different
wavelengths.
cis-bidentate
exhibit
enhanced
anion
ability
compared
to
trans-monodentate
receptors.
In
particular,
telluro-triazolium-based
receptor
can
achieve
both
high
significantly
photoswitchable
affinities
anions,
enable
it
serve
as
an
efficient
photocontrolled
organocatalyst
ChB-assisted
abstraction
Friedel-Crafts
alkylation
benchmark
reaction.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 2916 - 2925
Published: Feb. 19, 2024
Sulfonium,
selenonium,
telluronium,
and
iodonium
cyanoborohydrides
have
been
synthesized,
isolated,
fully
characterized
by
various
methods,
including
single-crystal
X-ray
diffraction
(XRD)
analysis.
The
quantum
theory
of
atoms
in
molecules'
analysis
based
on
the
XRD
data
indicated
that
hydride···σ-hole
short
contacts
observed
crystal
structures
each
compound
a
purely
noncovalent
nature.
telluronium
provide
significantly
higher
rate
model
reaction
imine
hydrogenation
compared
with
sodium
tetrabutylammonium
cyanoborohydrides.
Based
NMR
high-resolution
electrospray
ionization
mass
spectrometry
indicating
progress
is
accompanied
cation
reduction,
mechanism
involving
intermediate
formation
elusive
onium
hydrides
has
proposed
as
an
alternative
to
conventional
electrophilic
activation
moiety
its
ligation
cation's
σ-hole.
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
29(9)
Published: Nov. 18, 2022
Air-stable
amine-
and
phosphine-boranes
are
discovered
as
donors
to
integrate
with
pyridinium
acceptor
for
generating
photoactive
electron-donor-acceptor
(EDA)
complexes.
Experimental
results
DFT
calculations
suggest
a
dihydrogen
bond
bridging
the
donor
acceptor.
Irradiating
EDA
complex
enables
an
intra-complex
single
electron
transfer
give
boron-centered
radical
dehydrogenative
borylation
no
need
of
external
photosensitizer
initiator.
The
deprotonation
Wheland-like
intermediate
rather
than
its
generation
is
believed
determine
good
ortho-selectivity
based
on
calculations.
A
variety
α-borylated
pyridine
derivatives
have
been
readily
synthesized
functional
group
tolerance.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(12)
Published: Jan. 12, 2023
Abstract
Fluoroarenes
are
abundant
and
readily
available
feedstocks.
However,
due
to
the
high
reduction
potentials
of
mono‐fluoroarenes,
their
photoreduction
remains
a
continuing
challenge,
motivating
development
efficient
activation
modes
address
this
issue.
This
report
presents
blue
light‐induced
N‐heterocyclic
carbene
(NHC)‐catalyzed
single
electron
mono‐fluoroarenes
for
biaryl
cross‐couplings.
We
discovered
that
under
light
irradiation,
NHC/
t
BuOK
combination
could
construct
powerful
photoactive
architectures
promote
transfer
C
aryl
−F
bond
via
forming
highly
reducing
NHC
radical
anion.
Notably,
strategy
was
also
successful
reduce
−O,
−N,
−S
bonds
Journal of Materials Chemistry A,
Journal Year:
2024,
Volume and Issue:
12(37), P. 25211 - 25221
Published: Jan. 1, 2024
2-Propyn-1-ol
methanesulfonate
(PMS)
preferentially
undergoes
reduction
decomposition
on
sodium
metal
anodes
and
actively
induces
FEC
solvation
behavior,
thereby
forming
a
stable
SEI
film
enriched
with
sulfide
compounds
NaF.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(45)
Published: June 10, 2024
Abstract
Chalcogen
bond
(ChB)
catalysis,
as
a
new
type
in
the
field
of
non‐covalent
has
become
hot
research
topic
organocatalysis
recent
years.
In
present
work,
we
investigated
catalytic
performance
series
hypervalent
ChB
catalysis
based
on
intramolecular
Aza‐Michael
reaction
aminochalcone.
The
includes
carbon‐nitrogen
coupling
step
(key
step)
and
proton
transfer
step.
mono‐dentate
pentafluorophenyl
chalcogen
donor
1
was
comparable
to
that
bis‐dentate
4
,
stronger
than
donors
2
3
.
formation
between
catalyst
carbonyl
oxygen
atom
reactant,
causing
charge
rearrangement
reactant
C(1)
−C−Ph
group
more
positive,
thereby
promoted
nucleophile
reaction.
electron
density
pre‐complex,
most
positive
electrostatic
potentials
catalyst,
NPA
key
are
proportional
Gibbs
energy
barrier
C−N
process,
which
provides
an
idea
predict
activity
catalysis.
The Journal of Physical Chemistry C,
Journal Year:
2023,
Volume and Issue:
127(21), P. 10107 - 10113
Published: May 22, 2023
Electrocatalytic
biomass
valorization
has
attracted
increasing
interest
over
the
years.
Amongst
many
possible
products
from
upgrading,
pyridine-containing
chemicals
are
rarely
reported.
Herein,
we
describe
an
electrochemical
synthesis
of
3-pyridniol
biomass-derived
furfurylamine
in
0.1
M
H2SO4,
taking
advantage
Br–/Br+
redox
cycle
and
strong
acidic
condition
driving
final
dehydration
step.
Such
electrosynthesis
approach
was
able
to
achieve
a
97%
yield
3-pyridinol
nearly
complete
conversion
furfurylamine.
A
number
control
experiments
aided
by
computational
investigation
were
carried
out
elucidate
key
mechanistic
steps
"one-pot"
3-pyridinol.
Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(12)
Published: Jan. 12, 2023
Abstract
Fluoroarenes
are
abundant
and
readily
available
feedstocks.
However,
due
to
the
high
reduction
potentials
of
mono‐fluoroarenes,
their
photoreduction
remains
a
continuing
challenge,
motivating
development
efficient
activation
modes
address
this
issue.
This
report
presents
blue
light‐induced
N‐heterocyclic
carbene
(NHC)‐catalyzed
single
electron
mono‐fluoroarenes
for
biaryl
cross‐couplings.
We
discovered
that
under
light
irradiation,
NHC/
t
BuOK
combination
could
construct
powerful
photoactive
architectures
promote
transfer
C
aryl
−F
bond
via
forming
highly
reducing
NHC
radical
anion.
Notably,
strategy
was
also
successful
reduce
−O,
−N,
−S
bonds
