Russian Journal of Organic Chemistry, volume 53, issue 11, pages 1726-1737
Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes
Nuriev V N
1
,
Fedorov O.V.
2
,
Moiseeva A A
1
,
Freidzon A Ya
3
,
Kurchavov N A
3
,
Vedernikov A.I.
3
,
Medvedko A V
1
,
Podyacheva E S
1
,
Vatsadze S. Z.
1
,
Gromov S P
1, 3
Publication type: Journal Article
Publication date: 2017-11-01
Journal:
Russian Journal of Organic Chemistry
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor: 0.8
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
The reaction of tetraethyl [1,3-phenylenedi(methylene)]bis(phosphonate) with formyl derivatives of benzocrown-ethers or formyl derivatives of o-dimethoxybenzene lead to high yield formation of the respectful bis(crown ether) containing 1,3-distyrylbenzenes or tetramethoxy-substituted 1,3-distyrenebenzenes. NMR spectra and quantum-chemical calculations showed the prevalence of unsymmetrical syn/anti,(syn,anti),syn/anti-conformations in 1,3-distyrylbenzenes. 1,3-Distyrylbenzenes absorb in shorter wavelength spectral region and have a weaker fluorescence than 1,4-distyrylbenzenes. The difficulty in the electrochemical reduction of 1,3-distyrylbenzenes comparing with 1,4-distyrylbenzenes is due to a less effective conjugation system in the metaderivatives.
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Nuriev V. N. et al. Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes // Russian Journal of Organic Chemistry. 2017. Vol. 53. No. 11. pp. 1726-1737.
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Nuriev V. N., Fedorov O., Moiseeva A. A., Freidzon A. Ya., Kurchavov N. A., Vedernikov A., Medvedko A. V., Podyacheva E. S., Vatsadze S. Z., Gromov S. P. Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes // Russian Journal of Organic Chemistry. 2017. Vol. 53. No. 11. pp. 1726-1737.
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TY - JOUR
DO - 10.1134/S1070428017110203
UR - https://doi.org/10.1134%2FS1070428017110203
TI - Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes
T2 - Russian Journal of Organic Chemistry
AU - Nuriev, V N
AU - Fedorov, O.V.
AU - Moiseeva, A A
AU - Freidzon, A Ya
AU - Kurchavov, N A
AU - Vedernikov, A.I.
AU - Medvedko, A V
AU - Podyacheva, E S
AU - Vatsadze, S. Z.
AU - Gromov, S P
PY - 2017
DA - 2017/11/01 00:00:00
PB - Pleiades Publishing
SP - 1726-1737
IS - 11
VL - 53
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2017_Nuriev,
author = {V N Nuriev and O.V. Fedorov and A A Moiseeva and A Ya Freidzon and N A Kurchavov and A.I. Vedernikov and A V Medvedko and E S Podyacheva and S. Z. Vatsadze and S P Gromov},
title = {Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes},
journal = {Russian Journal of Organic Chemistry},
year = {2017},
volume = {53},
publisher = {Pleiades Publishing},
month = {nov},
url = {https://doi.org/10.1134%2FS1070428017110203},
number = {11},
pages = {1726--1737},
doi = {10.1134/S1070428017110203}
}
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MLA
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Nuriev, V. N., et al. “Synthesis, structure, spectral properties, and electrochemistry of bis(crown ether) containing 1,3-distyrylbenzenes.” Russian Journal of Organic Chemistry, vol. 53, no. 11, Nov. 2017, pp. 1726-1737. https://doi.org/10.1134%2FS1070428017110203.
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