Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics
Тип публикации: Journal Article
Дата публикации: 2015-07-01
scimago Q3
wos Q3
БС1
SJR: 0.305
CiteScore: 3
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Краткое описание
The enantioselectivity of the Diels–Alder reaction between (E)-3-(4-nitrophenyl)-1-(pyridin-3-yl)prop-2-en-1-one and cyclopenta-1,3-diene in the chiral ionic liquids 3-butyl-1-methylimidazolium (S)-camphorsulfonate and (S)-1-methyl-3-(pyrrolidin-2-ylmethyl)- imidazolium tosylate or upon chiral promotion with chiral oxazaborolidine was modeled by molecular and quantum mechanics and then experimentally studied; computations were in good agreement with the experimental data, resulting in no stereoselectivity with a chiral ionic liquid used as a co-solvent and prominent stereoselectivity upon chiral promotion.
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Zeifman A. A. et al. Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics // Mendeleev Communications. 2015. Vol. 25. No. 4. pp. 269-270.
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Zeifman A. A., Stroylov V., Titov I., Novikov F., Stroganov O. V., Svitanko I. V., Chilov G. G. Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics // Mendeleev Communications. 2015. Vol. 25. No. 4. pp. 269-270.
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TY - JOUR
DO - 10.1016/j.mencom.2015.07.012
UR - https://doi.org/10.1016/j.mencom.2015.07.012
TI - Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics
T2 - Mendeleev Communications
AU - Zeifman, Alexey A
AU - Stroylov, Victor
AU - Titov, Ilya
AU - Novikov, Fedor
AU - Stroganov, Oleg V
AU - Svitanko, Igor V
AU - Chilov, Ghermes G
PY - 2015
DA - 2015/07/01
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 269-270
IS - 4
VL - 25
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2015_Zeifman,
author = {Alexey A Zeifman and Victor Stroylov and Ilya Titov and Fedor Novikov and Oleg V Stroganov and Igor V Svitanko and Ghermes G Chilov},
title = {Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics},
journal = {Mendeleev Communications},
year = {2015},
volume = {25},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {jul},
url = {https://doi.org/10.1016/j.mencom.2015.07.012},
number = {4},
pages = {269--270},
doi = {10.1016/j.mencom.2015.07.012}
}
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Zeifman, Alexey A., et al. “Modeling of the Diels–Alder reaction enantioselectivity by quantum mechanics and molecular mechanics.” Mendeleev Communications, vol. 25, no. 4, Jul. 2015, pp. 269-270. https://doi.org/10.1016/j.mencom.2015.07.012.