Russian Chemical Bulletin, volume 69, issue 7, pages 1355-1365
Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability
Malysheva A S
1
,
Shaferov A V
1
,
Averin A D
1, 2
,
Grigorova O K
1
,
Maloshitskaya O A
1
,
Roznyatovsky V A
1
,
Beletskaya I P
1, 2
Publication type: Journal Article
Publication date: 2020-07-01
Journal:
Russian Chemical Bulletin
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.7
ISSN: 10665285, 15739171
General Chemistry
Abstract
The palladium-catalyzed amination was used to synthesize 2,7-diamino derivatives of naphthalene containing two chiral substituents and fluorophore groups (dansyl, 7-methoxycoumarin, 6,7-dimethoxycoumarin, 6-aminoquinoline). The synthesized compounds were studied by UV absorption and fluorescence spectroscopy in the presence of individual enantiomers of amino alcohols and salts of 21 metals. The possibility of using these compounds as fluorescent detectors for optically active compounds and metals was examined. In the presence of (S)-leucinol, the diquinoline derivative showed enhanced emission with a maximum at shorter wavelengths, which is not typical of its (R) isomer. This fact can be used for the recognition of these enantiomers. A number of naphthalene derivatives can be considered as potential fluorescent chemosensors for CuII cations due to the total fluorescence quenching in the presence of this metal.
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Malysheva A. S. et al. Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability // Russian Chemical Bulletin. 2020. Vol. 69. No. 7. pp. 1355-1365.
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Malysheva A. S., Shaferov A. V., Averin A. D., Grigorova O. K., Maloshitskaya O. A., Roznyatovsky V. A., Beletskaya I. P. Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability // Russian Chemical Bulletin. 2020. Vol. 69. No. 7. pp. 1355-1365.
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TY - JOUR
DO - 10.1007/s11172-020-2910-8
UR - https://doi.org/10.1007%2Fs11172-020-2910-8
TI - Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability
T2 - Russian Chemical Bulletin
AU - Malysheva, A S
AU - Shaferov, A V
AU - Averin, A D
AU - Grigorova, O K
AU - Maloshitskaya, O A
AU - Roznyatovsky, V A
AU - Beletskaya, I P
PY - 2020
DA - 2020/07/01 00:00:00
PB - Springer Nature
SP - 1355-1365
IS - 7
VL - 69
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2020_Malysheva,
author = {A S Malysheva and A V Shaferov and A D Averin and O K Grigorova and O A Maloshitskaya and V A Roznyatovsky and I P Beletskaya},
title = {Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability},
journal = {Russian Chemical Bulletin},
year = {2020},
volume = {69},
publisher = {Springer Nature},
month = {jul},
url = {https://doi.org/10.1007%2Fs11172-020-2910-8},
number = {7},
pages = {1355--1365},
doi = {10.1007/s11172-020-2910-8}
}
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Malysheva, A. S., et al. “Synthesis of optically active 2,7-disubstituted naphthalene derivatives and evaluation of their enantioselective recognition ability.” Russian Chemical Bulletin, vol. 69, no. 7, Jul. 2020, pp. 1355-1365. https://doi.org/10.1007%2Fs11172-020-2910-8.