Open Access
ACS Omega, volume 7, issue 12, pages 10087-10099
Structure-Property Relationships of Dibenzylidenecyclohexanones
Fomina Marina V.
1
,
Freidzon Alexandra Ya.
1
,
Moiseeva Anna A.
2
,
Starostin Roman O
2
,
Nuriev Vyacheslav N
1, 2
,
Gromov Sergey P
1, 2
1
2
Publication type: Journal Article
Publication date: 2022-03-14
PubMed ID:
35382345
General Chemistry
General Chemical Engineering
Abstract
A series of symmetrical dibenzylidene derivatives of cyclohexanone were synthesized with the goal of studying the physicochemical properties of cross-conjugated dienones (ketocyanine dyes). The structures of the products were established and studied by X-ray diffraction, NMR spectroscopy, and electronic spectroscopy. All products had the E,E-geometry. The oxidation and reduction potentials of the dienones were determined by cyclic voltammetry. The potentials were shown to depend on the nature, position, and number of substituents in the benzene rings. A linear correlation was found between the difference of the electrochemical oxidation and reduction potentials and the energy of the long-wavelength absorption maximum. This correlation can be employed to analyze the properties of other compounds of this type. The frontier orbital energies and the vertical absorption and emission transitions were calculated using quantum chemistry. The results are in good agreement with experimental redox potentials and spectroscopic data.
Citations by journals
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1
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Molecules
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Molecules
1 publication, 33.33%
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BMC Chemistry
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BMC Chemistry
1 publication, 33.33%
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International Journal of Molecular Sciences
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International Journal of Molecular Sciences
1 publication, 33.33%
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1
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Citations by publishers
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1
2
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 66.67%
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Springer Nature
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Springer Nature
1 publication, 33.33%
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1
2
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Fomina M. V. et al. Structure-Property Relationships of Dibenzylidenecyclohexanones // ACS Omega. 2022. Vol. 7. No. 12. pp. 10087-10099.
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Fomina M. V., Vatsadze S. Z., Freidzon A. Y., Kuz'mina L. G., Moiseeva A. A., Starostin R. O., Nuriev V. N., Gromov S. P. Structure-Property Relationships of Dibenzylidenecyclohexanones // ACS Omega. 2022. Vol. 7. No. 12. pp. 10087-10099.
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TY - JOUR
DO - 10.1021/acsomega.1c06129
UR - https://doi.org/10.1021%2Facsomega.1c06129
TI - Structure-Property Relationships of Dibenzylidenecyclohexanones
T2 - ACS Omega
AU - Starostin, Roman O
AU - Nuriev, Vyacheslav N
AU - Kuz'mina, Lyudmila G.
AU - Moiseeva, Anna A.
AU - Fomina, Marina V.
AU - Vatsadze, Sergey Z.
AU - Freidzon, Alexandra Ya.
AU - Gromov, Sergey P
PY - 2022
DA - 2022/03/14 00:00:00
PB - American Chemical Society (ACS)
SP - 10087-10099
IS - 12
VL - 7
PMID - 35382345
SN - 2470-1343
ER -
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@article{2022_Fomina,
author = {Roman O Starostin and Vyacheslav N Nuriev and Lyudmila G. Kuz'mina and Anna A. Moiseeva and Marina V. Fomina and Sergey Z. Vatsadze and Alexandra Ya. Freidzon and Sergey P Gromov},
title = {Structure-Property Relationships of Dibenzylidenecyclohexanones},
journal = {ACS Omega},
year = {2022},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021%2Facsomega.1c06129},
number = {12},
pages = {10087--10099},
doi = {10.1021/acsomega.1c06129}
}
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MLA
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Fomina, Marina V., et al. “Structure-Property Relationships of Dibenzylidenecyclohexanones.” ACS Omega, vol. 7, no. 12, Mar. 2022, pp. 10087-10099. https://doi.org/10.1021%2Facsomega.1c06129.