Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations
A V Shaferov
1
,
A S Malysheva
1
,
A D Averin
1, 2
,
O K Grigorova
1
,
A.K Buryak
2
,
I P Beletskaya
1, 2
Publication type: Journal Article
Publication date: 2020-07-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
The palladium-catalyzed amination was used to synthesize optically active 3,3’-diaminosubstituted biphenyl derivatives (in particular, macrocyclic derivatives) decorated with additional fluorophore groups (dansyl and 7-methoxycoumarin). The synthesized compounds were studied by spectroscopic methods (UV spectroscopy, fluorescence) in the presence of individual enantiomers of amino alcohols and metal salts. One of the synthesized compounds was demonstrated to serve as an enantioselective fluorescent detector for enantiomers of 2-amino-1-propanol because of different changes in the fluorescence spectra. Certain compounds can be used as molecular probes for the detection of CuII, AlIII, CrIII, and InIII cations due to characteristic changes in the fluorescence spectra upon the addition of metal perchlorates.
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Shaferov A. V. et al. Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations // Russian Chemical Bulletin. 2020. Vol. 69. No. 7. pp. 1366-1377.
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Shaferov A. V., Malysheva A. S., Averin A. D., Grigorova O. K., Buryak A., Beletskaya I. P. Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations // Russian Chemical Bulletin. 2020. Vol. 69. No. 7. pp. 1366-1377.
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TY - JOUR
DO - 10.1007/s11172-020-2911-7
UR - https://doi.org/10.1007/s11172-020-2911-7
TI - Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations
T2 - Russian Chemical Bulletin
AU - Shaferov, A V
AU - Malysheva, A S
AU - Averin, A D
AU - Grigorova, O K
AU - Buryak, A.K
AU - Beletskaya, I P
PY - 2020
DA - 2020/07/01
PB - Springer Nature
SP - 1366-1377
IS - 7
VL - 69
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2020_Shaferov,
author = {A V Shaferov and A S Malysheva and A D Averin and O K Grigorova and A.K Buryak and I P Beletskaya},
title = {Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations},
journal = {Russian Chemical Bulletin},
year = {2020},
volume = {69},
publisher = {Springer Nature},
month = {jul},
url = {https://doi.org/10.1007/s11172-020-2911-7},
number = {7},
pages = {1366--1377},
doi = {10.1007/s11172-020-2911-7}
}
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MLA
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Shaferov, A. V., et al. “Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations.” Russian Chemical Bulletin, vol. 69, no. 7, Jul. 2020, pp. 1366-1377. https://doi.org/10.1007/s11172-020-2911-7.
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