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Molecules, volume 27, issue 21, pages 7602

Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones

Publication typeJournal Article
Publication date2022-11-05
Journal: Molecules
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor4.6
ISSN14203049
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract

A series of symmetrical dibenzylidene derivatives of cyclobutanone 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 and by NMR and electronic spectroscopy. All the products had 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. Quantum chemistry was used to explain the observed regularities in the electrochemistry, absorption, and fluorescence of the dyes. The results are in good agreement with the experimental redox potentials and spectroscopy data.

Citations by journals

1
International Journal of Molecular Sciences
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Mendeleev Communications
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Multidisciplinary Digital Publishing Institute (MDPI)
Multidisciplinary Digital Publishing Institute (MDPI), 1, 50%
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 50%
Elsevier
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Fomina M. V. et al. Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones // Molecules. 2022. Vol. 27. No. 21. p. 7602.
GOST all authors (up to 50) Copy
Fomina M. V., Freidzon A. Y., Kuz'mina L. G., Moiseeva A. A., Starostin R. O., Kurchavov N. A., Nuriev V. N., Gromov S. P. Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones // Molecules. 2022. Vol. 27. No. 21. p. 7602.
RIS |
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RIS Copy
TY - JOUR
DO - 10.3390/molecules27217602
UR - https://doi.org/10.3390%2Fmolecules27217602
TI - Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones
T2 - Molecules
AU - Fomina, Marina V.
AU - Freidzon, Alexandra Ya.
AU - Kuz'mina, Lyudmila G.
AU - Moiseeva, Anna A.
AU - Starostin, Roman O
AU - Kurchavov, Nikolai A
AU - Nuriev, Vyacheslav N
AU - Gromov, Sergey P
PY - 2022
DA - 2022/11/05 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 7602
IS - 21
VL - 27
PMID - 36364429
SN - 1420-3049
ER -
BibTex |
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BibTex Copy
@article{2022_Fomina
author = {Marina V. Fomina and Alexandra Ya. Freidzon and Lyudmila G. Kuz'mina and Anna A. Moiseeva and Roman O Starostin and Nikolai A Kurchavov and Vyacheslav N Nuriev and Sergey P Gromov},
title = {Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones},
journal = {Molecules},
year = {2022},
volume = {27},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {nov},
url = {https://doi.org/10.3390%2Fmolecules27217602},
number = {21},
pages = {7602},
doi = {10.3390/molecules27217602}
}
MLA
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MLA Copy
Fomina, Marina V., et al. “Synthesis, Structure and Photochemistry of Dibenzylidenecyclobutanones.” Molecules, vol. 27, no. 21, Nov. 2022, p. 7602. https://doi.org/10.3390%2Fmolecules27217602.
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