Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones
Publication type: Journal Article
Publication date: 2022-09-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The Richter cyclization was used for the synthesis of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones. X-ray analysis revealed that these compounds exist as dimers in their crystal state, wherein two molecules are linked by intermolecular double and bifurcated hydrogen bonds that can explain their low solubility. Theoretical study of bifurcated hydrogen bonds responsible for the dimerization was carried out by DFT calculations as well as by topological analysis of the electron density distribution within the framework of Bader's theory.
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8
Total citations:
8
Citations from 2024:
3
(37.5%)
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Babushkina A. A. et al. Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones // Chemistry of Heterocyclic Compounds. 2022. Vol. 58. No. 8-9. pp. 432-437.
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Babushkina A. A., Mikhaylov V. N., Novikov A. S., Sorokoumov V. N., Gureev M. A., Kryukova M. A., Shpakov A. O., Balova I. A. Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones // Chemistry of Heterocyclic Compounds. 2022. Vol. 58. No. 8-9. pp. 432-437.
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RIS
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TY - JOUR
DO - 10.1007/s10593-022-03109-3
UR - https://doi.org/10.1007/s10593-022-03109-3
TI - Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones
T2 - Chemistry of Heterocyclic Compounds
AU - Babushkina, Anastasia A.
AU - Mikhaylov, Vladimir N.
AU - Novikov, Alexander S.
AU - Sorokoumov, Viktor N
AU - Gureev, Maxim A
AU - Kryukova, Mariya A
AU - Shpakov, Alexander O
AU - Balova, Irina A
PY - 2022
DA - 2022/09/01
PB - Springer Nature
SP - 432-437
IS - 8-9
VL - 58
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2022_Babushkina,
author = {Anastasia A. Babushkina and Vladimir N. Mikhaylov and Alexander S. Novikov and Viktor N Sorokoumov and Maxim A Gureev and Mariya A Kryukova and Alexander O Shpakov and Irina A Balova},
title = {Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones},
journal = {Chemistry of Heterocyclic Compounds},
year = {2022},
volume = {58},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-022-03109-3},
number = {8-9},
pages = {432--437},
doi = {10.1007/s10593-022-03109-3}
}
Cite this
MLA
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Babushkina, Anastasia A., et al. “Synthesis, X-ray and DFT Studies of 6-halo-3-(hydroxymethyl)cinnolin-4(1H)-ones.” Chemistry of Heterocyclic Compounds, vol. 58, no. 8-9, Sep. 2022, pp. 432-437. https://doi.org/10.1007/s10593-022-03109-3.