Abstract
Two
new
Schiff
bases
were
synthesized
from
1‐(2,4‐dihydroxyphenyl)ethanone
and
pyridine
derivatives.
Both
compounds
characterized
using
infrared,
UV–Vis.,
1
H
NMR,
13
C
NMR
mass
spectral
studies.
Density
functional
theory
(DFT)
calculations
performed
for
both
the
with
6‐31G(d,
p)
as
basis
set.
Vibrational
frequencies
calculated
theoretical
method
in
good
agreement
experimental
values.
highly
fluorescent
nature.
The
cation‐recognizing
profile
of
was
investigated
aqueous
methanol
medium.
base
4‐(1‐(pyridin‐4‐ylimino)ethyl)benzene‐1,3‐diol
(PYEB)
found
to
interact
Fe(III)
Cu(II)
ions,
whereas
4,4′‐((pyridine‐2,3‐diylbis(azanylylidene))bis(ethan‐1‐yl‐1‐ylidene))bis(benzene‐1,3‐diol)
(PDEB)
detect
ions.
mechanism
recognition
established
combined
excited
state
intramolecular
proton
transfer
(ESIPT)–chelation‐enhanced
fluorescence
(CHEF)
effect
chelation‐enhanced
quenching
(CHEQ)
process
detection
respectively.
stability
constant
metal
complexes
formed
during
sensing
determined.
limit
ions
respect
PYEB
be
1.64
×
10
−6
2.16
−7
M,
With
PDEB,
ion
4.54
−4
M.
property
PDEB
applied
bioimaging
studies
HeLa
cells.
Abstract
Two
new
Schiff
bases
were
synthesized
from
1‐(2,4‐dihydroxyphenyl)ethanone
and
pyridine
derivatives.
Both
compounds
characterized
using
infrared,
UV–Vis.,
1
H
NMR,
13
C
NMR
mass
spectral
studies.
Density
functional
theory
(DFT)
calculations
performed
for
both
the
with
6‐31G(d,
p)
as
basis
set.
Vibrational
frequencies
calculated
theoretical
method
in
good
agreement
experimental
values.
highly
fluorescent
nature.
The
cation‐recognizing
profile
of
was
investigated
aqueous
methanol
medium.
base
4‐(1‐(pyridin‐4‐ylimino)ethyl)benzene‐1,3‐diol
(PYEB)
found
to
interact
Fe(III)
Cu(II)
ions,
whereas
4,4′‐((pyridine‐2,3‐diylbis(azanylylidene))bis(ethan‐1‐yl‐1‐ylidene))bis(benzene‐1,3‐diol)
(PDEB)
detect
ions.
mechanism
recognition
established
combined
excited
state
intramolecular
proton
transfer
(ESIPT)–chelation‐enhanced
fluorescence
(CHEF)
effect
chelation‐enhanced
quenching
(CHEQ)
process
detection
respectively.
stability
constant
metal
complexes
formed
during
sensing
determined.
limit
ions
respect
PYEB
be
1.64
×
10
−6
2.16
−7
M,
With
PDEB,
ion
4.54
−4
M.
property
PDEB
applied
bioimaging
studies
HeLa
cells.
