Angewandte Chemie,
Год журнала:
2022,
Номер
134(48)
Опубликована: Окт. 3, 2022
Abstract
The
structural
design
and
tuning
of
properties
metallaaromatics
are
crucial
in
materials
energy
science.
Herein,
we
describe
the
rapid
synthesis
tetracyclic
containing
quinoline
pentalene
motifs
fused
by
a
metal‐bridged
fragment.
These
unique
compounds
display
remarkably
broad
absorption,
enabling
for
first
time
absorption
to
reach
second
near‐infrared
(NIR‐II)
bio‐window.
formation
osmaquinoline
unit
involves
an
unconventional
C(sp
2
)−C(sp
3
)
coupling
promoted
AgBF
4
achieve
[3+3]
cycloaddition.
introduction
cyclic
d
π
‐p
conjugation
extension
aromatic
π‐framework
can
effectively
shrink
HOMO–LUMO
gap,
thus
broadening
window.
considerable
photothermal
conversion
efficiency
(PCE)
both
NIR‐I
NIR‐II
windows,
high
stability
excellent
electrochemical
behavior
suggest
many
potential
applications
these
condensed
metallaquinolines.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(48)
Опубликована: Окт. 3, 2022
The
structural
design
and
tuning
of
properties
metallaaromatics
are
crucial
in
materials
energy
science.
Herein,
we
describe
the
rapid
synthesis
tetracyclic
containing
quinoline
pentalene
motifs
fused
by
a
metal-bridged
fragment.
These
unique
compounds
display
remarkably
broad
absorption,
enabling
for
first
time
absorption
to
reach
second
near-infrared
(NIR-II)
bio-window.
formation
osmaquinoline
unit
involves
an
unconventional
C(sp2
)-C(sp3
)
coupling
promoted
AgBF4
achieve
[3+3]
cycloaddition.
introduction
cyclic
dπ
-pπ
conjugation
extension
aromatic
π-framework
can
effectively
shrink
HOMO-LUMO
gap,
thus
broadening
window.
considerable
photothermal
conversion
efficiency
(PCE)
both
NIR-I
NIR-II
windows,
high
stability
excellent
electrochemical
behavior
suggest
many
potential
applications
these
condensed
metallaquinolines.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 14, 2025
Skeletal
manipulation
of
aromatic
compounds
has
emerged
as
a
potent
tool
in
synthetic
chemistry,
but
simultaneous
multiring
remains
largely
unexplored
due
to
the
inherent
complexities
ring
and
site
selectivity.
Herein,
we
report
an
unprecedented
skeletal
that
fuses
four
5-membered
rings,
comprising
two
organic
metal-containing
systems,
into
novel
metal-bridged
6/6/6/6-membered
scaffold.
The
sequential
fusion
is
accomplished
through
atom-mutual-embedding
strategy;
this
strategy
entails
stepwise
insertion
nitrogen
atoms
separate
metal-carbon
bonds
simultaneously
integrates
metal
atom
bridge
across
isoxazole
moieties.
presence
central
crucial
for
ensuring
precise
substrate
alignment
enhancing
both
specificity.
resulting
tetrahexacyclic
products
exhibit
remarkable
stability
superior
near-infrared
(NIR)
functional
properties,
surpassing
those
precursor
compounds.
This
work
not
only
establishes
conceptual
foundation
designing
versatile
molecules
amenable
intricate
editing
also
contributes
rational
performance-targeted
molecular
architectures.
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14861 - 14869
Опубликована: Окт. 11, 2022
The
regioselective
hydroamination
of
unactivated
alkenes
is
a
long-standing
challenge
in
organic
synthesis.
Herein,
we
report
NiH-catalyzed
proximal-selective
with
8-aminoquinoline
(AQ)
as
bidentate
auxiliary
and
anthranils
aminating
reagents.
A
wide
range
primary
aryl
amines
bearing
an
ortho-carbonyl
group
were
installed
both
terminal
internal
alkenes,
delivering
variety
valuable
β-
γ-amino
acid
building
blocks,
respectively,
excellent
regiocontrol.
utility
this
transformation
was
further
demonstrated
by
the
conversion
multifunctionalized
into
useful
N-heterocycles.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(5), С. 3150 - 3160
Опубликована: Фев. 9, 2024
A
practical
synthesis
of
valuable
N-acyl
anthranilic
acids
has
been
achieved
via
a
silver-catalyzed
imino-ketene
generation
from
readily
available
anthranils
and
carboxylic
acids.
wide
range
including
sterically
demanding
aliphatic
acids,
aromatic
acrylic
amino
are
compatible
in
this
reaction.
Moreover,
method
can
be
used
to
modify
drug
molecules
natural
products,
such
as
ibuprofen,
probenecid,
acetylglycine.
Peptide
modification
provides
opportunities
to
afford
peptides
with
designed
functions.
Among
the
proteogenic
amino
acids,
tryptophan
represents
an
ideal
and
attractive
target
for
peptide
because
of
exclusive
chemical
reactivity
its
unique
indole
structure.
Herein,
we
reported
C2
position-selective
transition-metal-free
approach
derivatives
tryptophan-containing
by
triazine
via
triflic
acid
activation
that
incorporated
functional
group
could
act
as
orthogonal
handle
further
bioconjugation
inverse
electron
demand
Diels–Alder
reaction.
Molecules,
Год журнала:
2022,
Номер
27(15), С. 4967 - 4967
Опубликована: Авг. 4, 2022
Herein,
we
first
report
an
electrochemical
methodology
for
the
site-selective
alkylation
of
azobenzenes
with
(thio)xanthenes
in
absence
any
transition
metal
catalyst
or
external
oxidant.
A
variety
groups
are
compatible
this
alkylation,
which
furnishes
products
moderate
to
good
yields.
