Journal of Molecular Structure, volume 1277, pages 134898
Comprehensive study of substituent effects on structure and photochromic properties of 1,3-benzoxazine-4-one spiropyrans
Pugachev A. D.
1
,
Ozhogin Ilya V
1
,
Tkachev V V
2
,
Shilov G. V.
2
,
Makarova Nadezhda I
1
,
Borodkin Gennady S
1
,
El-Sewify Islam M.
1, 3
,
Aldoshin Sergey M.
2
,
3
Department of Chemistry, Faculty of Science, Ain Shams University, Cairo, Abbassia 11566, Egypt
|
Publication type: Journal Article
Publication date: 2023-04-01
Journal:
Journal of Molecular Structure
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 3.8
ISSN: 00222860
Organic Chemistry
Inorganic Chemistry
Spectroscopy
Analytical Chemistry
Abstract
This article is devoted to a detailed study of structural features of spiropyrans of the 1,3-benzoxazine-4-one series with various substituents in the 6′ position of the 2H-chromene moiety using single crystal X-ray diffraction analysis, as well as IR and NMR spectroscopy, including various two-dimensional NMR techniques. Intermolecular interactions and cavities in crystals of compounds were studied using the CrystalExplorer 21.5 software package. Spectral-kinetic studies of the obtained compounds revealed the presence of photochromic properties for nitro-substituted spiropyran. The mechanism of isomerization transformations of target compounds was studied using quantum-chemical calculations based on DFT methods. The calculation results made it possible to determine the most energetically favorable merocyanine conformers of spiropyrans and helped to explain the observed photochromic activity.
Citations by journals
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1
2
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Russian Chemical Bulletin
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Russian Chemical Bulletin
2 publications, 33.33%
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Heliyon
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Heliyon
1 publication, 16.67%
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Molecules
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Molecules
1 publication, 16.67%
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Sensors and Actuators, B: Chemical
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Sensors and Actuators, B: Chemical
1 publication, 16.67%
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ChemistrySelect
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ChemistrySelect
1 publication, 16.67%
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1
2
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Citations by publishers
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1
2
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Elsevier
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Elsevier
2 publications, 33.33%
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Springer Nature
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Springer Nature
2 publications, 33.33%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 16.67%
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Wiley
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Wiley
1 publication, 16.67%
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1
2
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Pugachev A. D. et al. Comprehensive study of substituent effects on structure and photochromic properties of 1,3-benzoxazine-4-one spiropyrans // Journal of Molecular Structure. 2023. Vol. 1277. p. 134898.
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Pugachev A. D., Ozhogin I. V., Kozlenko A. S., Tkachev V. V., Shilov G. V., Makarova N. I., Rostovtseva I. A., Borodkin G. S., El-Sewify I. M., Aldoshin S. M., Metelitsa A. V., Lukyanov B. S. Comprehensive study of substituent effects on structure and photochromic properties of 1,3-benzoxazine-4-one spiropyrans // Journal of Molecular Structure. 2023. Vol. 1277. p. 134898.
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TY - JOUR
DO - 10.1016/j.molstruc.2022.134898
UR - https://doi.org/10.1016%2Fj.molstruc.2022.134898
TI - Comprehensive study of substituent effects on structure and photochromic properties of 1,3-benzoxazine-4-one spiropyrans
T2 - Journal of Molecular Structure
AU - Pugachev, A. D.
AU - Ozhogin, Ilya V
AU - Kozlenko, Anastasia S
AU - Tkachev, V V
AU - Shilov, G. V.
AU - Makarova, Nadezhda I
AU - Rostovtseva, I. A.
AU - Borodkin, Gennady S
AU - El-Sewify, Islam M.
AU - Aldoshin, Sergey M.
AU - Metelitsa, Anatoly V.
AU - Lukyanov, B. S.
PY - 2023
DA - 2023/04/01 00:00:00
PB - Elsevier
SP - 134898
VL - 1277
SN - 0022-2860
ER -
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@article{2023_Pugachev,
author = {A. D. Pugachev and Ilya V Ozhogin and Anastasia S Kozlenko and V V Tkachev and G. V. Shilov and Nadezhda I Makarova and I. A. Rostovtseva and Gennady S Borodkin and Islam M. El-Sewify and Sergey M. Aldoshin and Anatoly V. Metelitsa and B. S. Lukyanov},
title = {Comprehensive study of substituent effects on structure and photochromic properties of 1,3-benzoxazine-4-one spiropyrans},
journal = {Journal of Molecular Structure},
year = {2023},
volume = {1277},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016%2Fj.molstruc.2022.134898},
pages = {134898},
doi = {10.1016/j.molstruc.2022.134898}
}