Exploring the Chiral Match–Mismatch Effect in the Chiral Discrimination of Nitriles
Guangxing Gu,
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Yining Sun,
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Chenyang Wang
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et al.
Analytical Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 14, 2025
This
study
tackles
the
challenge
of
enantiodifferentiation
nitrile
compounds,
which
is
typically
difficult
to
resolve
using
nuclear
magnetic
resonance
(NMR)
due
significant
distance
between
chiral
center
and
nitrogen
atom
involved
in
molecular
interactions.
We
have
developed
novel
19F-labeled
probes,
each
featuring
two
centers,
exploit
"match-mismatch"
effect,
thereby
enhancing
enantiodiscrimination.
strategy
effectively
differentiates
analytes
with
quaternary
carbon
centers
as
well
those
similar
substituents
at
center.
Our
approach
not
only
provides
a
method
for
precise
probe
performance
optimization
but
also
offers
rapid
efficient
technique
screening
reaction
conditions
asymmetric
synthesis.
Language: Английский
19F NMR-Based Lithium Sensors Using 19F-Labeled Aza-Crown Ethers: Regioisomeric and Substituent Effects
Donghyeon Lee,
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Yanchuan Zhao,
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Byungjin Koo
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et al.
Dyes and Pigments,
Journal Year:
2025,
Volume and Issue:
unknown, P. 112762 - 112762
Published: March 1, 2025
Language: Английский
Chiral Optical Sensing of Amino Acids with 2-Trifluoromethyl Benzaldehyde for Ophiopogon japonicus Authentication
Xijian Wu,
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Zhongbo Su,
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Biling Huang
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et al.
Journal of Natural Products,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 26, 2025
The
detection
and
analysis
of
chiral
molecules
have
long
been
challenging
in
analytical
chemistry.
This
study
introduces
a
novel
approach
that
utilizes
2-trifluoromethyl
benzaldehyde
as
small-molecule
probe
capable
forming
stable
Schiff
base
with
amino
acids
aqueous
solution
under
alkaline
conditions.
acid
bases
present
strong
Cotton
effect
UV
absorption
at
wavelengths
exceeding
260
nm,
enabling
analysis,
including
assignment
absolute
configuration,
enantiomeric
composition,
total
concentration.
An
application
this
method
was
the
authentication
herbal
medicine
Ophiopogon
japonicus.
Using
principal
component
orthogonal
partial
least
squares
discriminant
we
successfully
differentiated
O.
japonicus
samples
collected
two
distinct
locations
20
samples.
rapid
convenient
offers
new
to
quality
control
medicine.
Language: Английский
19F NMR-Based Chiral Analysis of Organoboron Compounds via Chiral Recognition of Fluorine-Labeled Boronates with Cobalt Complexes
Hahyoun Park,
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Cham Bi Seo,
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Jaesook Yun
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et al.
JACS Au,
Journal Year:
2024,
Volume and Issue:
4(10), P. 3771 - 3776
Published: Sept. 16, 2024
This
study
aims
to
develop
a
method
for
the
chiral
analysis
of
organoboron
compounds
using
nuclear
magnetic
resonance
(NMR)
spectroscopy.
It
addresses
longstanding
challenge
associated
with
these
compounds,
which
often
require
derivatization
and
pretreatment
prior
chromatographic
analysis.
Our
utilizes
tridentate
ligands
facilitate
effective
ligand
exchange
incorporates
fluorine
labels,
allowing
precise
discrimination
Language: Английский
19F-Labeled NMR Probes for the Detection and Discrimination of Nitrogen-Containing Analytes
Yanchuan Zhao,
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Guangxing Gu,
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Chenyang Wang
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et al.
Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 7, 2024
Abstract
The
development
of
19F-labeled
NMR
probes
has
become
a
pivotal
tool
in
analytical
chemistry.
Recent
advancements
probe
design
enable
precise
identification
nitrogen-containing
analytes,
significantly
enhancing
the
analysis
these
biologically
important
analytes
complex
mixtures.
This
short
review
highlights
recent
progress
with
based
on
covalent
derivatization
and
dynamic
exchange
strategies,
which
yield
distinct
19F
signals
for
each
analyte.
These
strategies
facilitate
separation-free
multicomponent
chiral
discrimination.
Discussions
will
cover
principles,
scope,
limitations,
to
enhance
sensitivity
resolving
ability.
By
addressing
current
challenges,
hold
potential
revolutionize
detection
relevant
molecules,
catalyzing
new
discoveries
chemical
biochemical
research.
1
Introduction
2
19F-Labeled
Probes
Based
Covalent
Derivatization
2.1
Non-Chiral
2.2
Chiral
3
Dynamic
Ligand
Exchange
3.1
3.2
4
Conclusion
Outlook
Language: Английский