Azaindolizine proton cranes attached to 7-hydroxyquinoline and 3-hydroxypyridine: a comparative theoretical study
Physical Chemistry Chemical Physics,
Год журнала:
2024,
Номер
26(8), С. 7177 - 7189
Опубликована: Янв. 1, 2024
New
proton
cranes
based
on
7-hydroxy-quinoline
and
3-hydroxypyridine.
Язык: Английский
Harnessing the enol/keto-form emission of ESIPT: mechanochromism, multi-channel imaging, and detection of a chemical warfare agent mimic
Science China Materials,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 2, 2025
Язык: Английский
Coordination-driven molecular switch on the base of an ESIPT-capable pyrimidine ligand: Synthesis, fine-tuning of emission by the halide anion and theoretical studies
Journal of Photochemistry and Photobiology A Chemistry,
Год журнала:
2024,
Номер
unknown, С. 116091 - 116091
Опубликована: Окт. 1, 2024
Язык: Английский
Theoretical Understanding of the Long-Range Proton Transfer Mechanism in 7-Hydroxy Quinoline-Based Molecular Switches: Varma’s Proton Crane and Its Analogues
The Journal of Physical Chemistry A,
Год журнала:
2024,
Номер
128(7), С. 1280 - 1287
Опубликована: Фев. 12, 2024
Herein,
the
detailed
mechanism
of
intramolecular
proton
transfer
in
molecular
switches,
constructed
from
7-hydroxy
quinoline
substituted
eight-position
C–C
single
axle,
connected
to
three
different
cranes
(morpholine,
piperidine,
and
1,3,5-dioxazine),
was
investigated
by
means
theoretical
chemistry.
The
interpretation
rotational
its
stable
structures
were
proposed
for
well-known
Varma's
crane,
based
on
morpholine
molecule.
reliability
simulations
confirmed
available
literature
data
time-dependent
IR
measurements.
Язык: Английский
Photochemistry of a proton relay – System with triple fluorescence
Journal of Photochemistry and Photobiology A Chemistry,
Год журнала:
2024,
Номер
unknown, С. 116018 - 116018
Опубликована: Сен. 1, 2024
Язык: Английский
Tunable Emission and Structural Insights of 6-Arylvinyl-2,4-bis(2′-hydroxyphenyl)pyrimidines and Their O∧N∧O-Chelated Boron Complexes
ACS Applied Optical Materials,
Год журнала:
2024,
Номер
2(10), С. 2051 - 2066
Опубликована: Сен. 20, 2024
In
this
study,
we
present
the
synthesis
and
photophysical
characteristics
of
a
novel
series
6-arylvinyl-2,4-bis(2'-hydroxyphenyl)pyrimidines.
These
compounds
exhibit
nonemissive
properties
attributed
to
potential
occurrence
excited-state
intramolecular
proton
transfer
process
from
OH
groups
nitrogen
atoms
pyrimidine
ring.
The
introduction
an
acid
for
protonation
ring
results
in
significant
enhancement
fluorescence
response,
easily
perceptible
naked
eye.
Notably,
these
molecules
serve
as
intriguing
rigid
O
Язык: Английский
Stationary External Electric Field—Mimicking the Solvent Effect on the Ground-State Tautomerism and Excited-State Proton Transfer in 8-(Benzo[d]thiazol-2-yl)quinolin-7-ol
Molecules,
Год журнала:
2024,
Номер
29(15), С. 3506 - 3506
Опубликована: Июль 26, 2024
The
effect
of
the
external
electric
field
on
ground-state
tautomerism
in
8-(benzo[d]thiazol-2-yl)quinolin-7-ol
has
been
studied
by
using
density
functional
theory.
compound
exists
as
an
enol
tautomer
(off
state)
and
under
influence
a
long-range
intramolecular
proton
transfer
can
occur,
placing
tautomeric
at
quinolyl
nitrogen
atom
(on
state).
This
is
result
much
higher
dipole
moment
end
keto
indicates
that
be
used
to
mimic
implicit
solvent
systems.
In
excited
state,
further
stabilization
most
polar
state
leads
situation
when
excited-state
becomes
impossible,
limiting
rotation
conical
intersection
region.
Язык: Английский
Strategic 1,9-Proton-Transfer-Driven Cycloaddition: Synthesis and Stereoselective Contraction of Nine-Membered Heterocycles
ACS Catalysis,
Год журнала:
2024,
Номер
14(21), С. 16105 - 16114
Опубликована: Окт. 17, 2024
We
introduce
a
phosphine-catalyzed
cycloaddition
involving
unprecedented
long-range
intramolecular
proton
transfer,
facilitating
the
synthesis
of
nine-membered
heterocycles,
which
are
privileged
structures
in
natural
products,
as
well
potent
pharmacophores.
Experimental
and
computational
studies
revealed
that
enamide
tether
N-aromatic
zwitterion
directly
enables
regioselective
transfer
to
proceed
independently
outer-sphere
shuttling.
This
understanding
selective
has
led
improved
efficiency
regioselectivity
desired
1,9-proton
reaction
under
anhydrous
conditions,
thereby
advancing
development
higher-order
reactions.
Further
stereoselective
contraction
synthesized
cyclic
compounds
using
3-aza-Cope
rearrangement
demonstrates
synthetic
versatility
our
approach.
The
findings
this
study
not
only
advance
general
mechanism
but
also
broaden
its
practical
utility
various
chemical
fields.
Язык: Английский
8-(Pyridin-2-yl)quinolin-7-ol and Beyond: Theoretical Design of Tautomeric Molecular Switches with Pyridine as a Proton Crane Unit
Chemistry,
Год журнала:
2024,
Номер
6(6), С. 1608 - 1621
Опубликована: Дек. 6, 2024
Long-range
proton
transfer
in
several
conjugated
cranes,
originating
from
7-hydroxy
quinoline
as
a
platform,
has
been
investigated
theoretically
by
means
of
DFT
and
TD-DFT
methodology.
Major
emphasis
was
given
to
their
applicability
provide
clean
switching
upon
irradiation.
The
border
conditions
require
the
existence
single
enol
tautomer
ground
state,
which
under
excitation
through
series
consecutive
exited
state
intramolecular
steps
is
transferred
keto
tautomer.
It
shown
that
most
suitable
candidates
are
based
on
using
iso-quinoline,
pyrimidine
4-nitropyridine
crane
units.
Their
suitability
function
aromaticity
changes,
basicity
nitrogen
atom
unit
structural
effects
conjugation
with
quinoline.
Язык: Английский