Chemical Communications, volume 54, issue 23, pages 2850-2853
Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control.
Publication type: Journal Article
Publication date: 2018-02-02
Journal:
Chemical Communications
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 4.9
ISSN: 13597345, 1364548X
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
The tandem [4+2] cycloaddition between hexafluoro-2-butyne and bis-furyl dienes, like difurfuryl ester, at room temperature leads to the kinetically controlled "pincer"-adducts - annulated 4a,8a-bis(trifluoromethyl)hexahydro-1,4:5,8-diepoxynaphthalenes. On the other hand, if these reactions proceed at 140 °C, only the thermodynamically controlled "domino"-adducts - annulated 2,3-bis(trifluoromethyl)hexahydro-1,4:5,8-diepoxynaphthalenes - are formed. Therefore, a very rare and unexpected example of full kinetic and thermodynamic control in the Diels-Alder reaction is reported in this paper.
Citations by journals
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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1 publication, 3.13%
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Citations by publishers
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International Union of Crystallography (IUCr)
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International Union of Crystallography (IUCr)
12 publications, 37.5%
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Royal Society of Chemistry (RSC)
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7 publications, 21.88%
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3 publications, 9.38%
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3 publications, 9.38%
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Wiley
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Wiley
2 publications, 6.25%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
2 publications, 6.25%
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Springer Nature
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Springer Nature
1 publication, 3.13%
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Thieme
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Thieme
1 publication, 3.13%
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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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Borisova K. K. et al. Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control. // Chemical Communications. 2018. Vol. 54. No. 23. pp. 2850-2853.
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Borisova K. K., Nikitina E. V., Novikov R. G., Khrustalev V. N., Dorovatovskii P., Zubavichus Y. V., Kuznetsov M., Zaytsev V. P., Varlamov A. V., Zubkov F. I. Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control. // Chemical Communications. 2018. Vol. 54. No. 23. pp. 2850-2853.
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TY - JOUR
DO - 10.1039/C7CC09466C
UR - https://doi.org/10.1039%2FC7CC09466C
TI - Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control.
T2 - Chemical Communications
AU - Borisova, Kseniya K
AU - Nikitina, Eugeniya V.
AU - Novikov, Roman G.
AU - Khrustalev, Victor N.
AU - Dorovatovskii, Pavel
AU - Zubavichus, Yan V.
AU - Kuznetsov, Maxim
AU - Zaytsev, Vladimir P.
AU - Varlamov, Alexey V.
AU - Zubkov, Fedor I.
PY - 2018
DA - 2018/02/02 00:00:00
PB - Royal Society of Chemistry (RSC)
SP - 2850-2853
IS - 23
VL - 54
SN - 1359-7345
SN - 1364-548X
ER -
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@article{2018_Borisova,
author = {Kseniya K Borisova and Eugeniya V. Nikitina and Roman G. Novikov and Victor N. Khrustalev and Pavel Dorovatovskii and Yan V. Zubavichus and Maxim Kuznetsov and Vladimir P. Zaytsev and Alexey V. Varlamov and Fedor I. Zubkov},
title = {Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control.},
journal = {Chemical Communications},
year = {2018},
volume = {54},
publisher = {Royal Society of Chemistry (RSC)},
month = {feb},
url = {https://doi.org/10.1039%2FC7CC09466C},
number = {23},
pages = {2850--2853},
doi = {10.1039/C7CC09466C}
}
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Borisova, Kseniya K., et al. “Diels-Alder reactions between hexafluoro-2-butyne and bis-furyl dienes: kinetic versus thermodynamic control..” Chemical Communications, vol. 54, no. 23, Feb. 2018, pp. 2850-2853. https://doi.org/10.1039%2FC7CC09466C.