Journal of Organic Chemistry, volume 78, issue 19, pages 9834-9847
Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes
Fomina Marina V.
1
,
Dmitrieva Svetlana N
1
,
Vedernikov Artem I.
1
,
Kurchavov Nikolay A
1
,
Sazonov Sergey K
1
,
Strelenko Yuri A.
3
,
Alfimov Michael V
1
,
Howard Judith A.
4
,
Publication type: Journal Article
Publication date: 2013-09-12
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
Novel 2-benzothiazole-, 4-pyridine-, and 2- and 4-quinoline-based styryl dyes containing an N-methylbenzoaza-15(18)-crown-5(6)-ether moiety were synthesized. A detailed electronic spectroscopy study revealed high performance of these compounds as optical molecular sensors for alkali and alkaline-earth metal cations. They were shown to considerably surpass analogous chromoionophores based on N-phenylaza-crown ethers regarding both the ionochromism and the cation-binding ability. In addition, they act as fluorescent sensors for the metal cations by demonstrating cation-triggered emission. Upon complexation with Ba(2+), the fluorescence enhancement factor reaches 61. The structural features of dyes and their metal complexes were studied by NMR spectroscopy and X-ray diffraction. The high degree of macrocycle preorganization was found to be one of the factors determining the high cation-binding ability of the sensor molecules based on N-methylbenzoaza-crown ethers.
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1 publication, 5.26%
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1 publication, 5.26%
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1 publication, 5.26%
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1 publication, 5.26%
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1 publication, 5.26%
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Citations by publishers
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1
2
3
4
5
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5 publications, 26.32%
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5 publications, 26.32%
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Springer Nature
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Springer Nature
4 publications, 21.05%
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Wiley
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Wiley
2 publications, 10.53%
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Pleiades Publishing
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Pleiades Publishing
1 publication, 5.26%
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Frontiers Media S.A.
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Frontiers Media S.A.
1 publication, 5.26%
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Elsevier
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Elsevier
1 publication, 5.26%
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1
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3
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5
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Fomina M. V. et al. Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes // Journal of Organic Chemistry. 2013. Vol. 78. No. 19. pp. 9834-9847.
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Fomina M. V., Dmitrieva S. N., Vedernikov A. I., Kurchavov N. A., Kuz'mina L. G., Sazonov S. K., Strelenko Y. A., Alfimov M. V., Howard J. A., Ushakov E. Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes // Journal of Organic Chemistry. 2013. Vol. 78. No. 19. pp. 9834-9847.
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TY - JOUR
DO - 10.1021/jo401555a
UR - https://doi.org/10.1021%2Fjo401555a
TI - Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes
T2 - Journal of Organic Chemistry
AU - Dmitrieva, Svetlana N
AU - Vedernikov, Artem I.
AU - Kurchavov, Nikolay A
AU - Kuz'mina, Lyudmila G.
AU - Sazonov, Sergey K
AU - Strelenko, Yuri A.
AU - Alfimov, Michael V
AU - Fomina, Marina V.
AU - Howard, Judith A.
AU - Ushakov, E.N.
PY - 2013
DA - 2013/09/12 00:00:00
PB - American Chemical Society (ACS)
SP - 9834-9847
IS - 19
VL - 78
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2013_Fomina,
author = {Svetlana N Dmitrieva and Artem I. Vedernikov and Nikolay A Kurchavov and Lyudmila G. Kuz'mina and Sergey K Sazonov and Yuri A. Strelenko and Michael V Alfimov and Marina V. Fomina and Judith A. Howard and E.N. Ushakov},
title = {Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes},
journal = {Journal of Organic Chemistry},
year = {2013},
volume = {78},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021%2Fjo401555a},
number = {19},
pages = {9834--9847},
doi = {10.1021/jo401555a}
}
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MLA
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Fomina, Marina V., et al. “Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on N-methylaza-crown-ether styryl dyes.” Journal of Organic Chemistry, vol. 78, no. 19, Sep. 2013, pp. 9834-9847. https://doi.org/10.1021%2Fjo401555a.
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