Home / Publications / Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines

Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines

Vladimir Borisovich Orel 1
Vladimir Borisovich Orel
, 
Nadezhda Moiseevna Vitkovskaya 1
Nadezhda Moiseevna Vitkovskaya
, 
Damir Zaynullovich Absalyamov 1, 2
Damir Zaynullovich Absalyamov
, 
Elena Yur'evna Schmidt 2
Elena Yur'evna Schmidt
, 
Boris Aleksandrovich Trofimov 2
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2019.11.005
Published 2019-11-01
Communication , Volume 29, Issue 6, 622-624
6
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Orel V. B. et al. Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 622-624.
GOST all authors (up to 50) Copy
Orel V. B., Vitkovskaya N. M., Absalyamov D. Z., Schmidt E. Y., Trofimov B. A. Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 622-624.
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TY - JOUR
DO - 10.1016/j.mencom.2019.11.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.005
TI - Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines
T2 - Mendeleev Communications
AU - Orel, Vladimir Borisovich
AU - Vitkovskaya, Nadezhda Moiseevna
AU - Absalyamov, Damir Zaynullovich
AU - Schmidt, Elena Yur'evna
AU - Trofimov, Boris Aleksandrovich
PY - 2019
DA - 2019/11/01
PB - Mendeleev Communications
SP - 622-624
IS - 6
VL - 29
ER -
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@article{2019_Orel,
author = {Vladimir Borisovich Orel and Nadezhda Moiseevna Vitkovskaya and Damir Zaynullovich Absalyamov and Elena Yur'evna Schmidt and Boris Aleksandrovich Trofimov},
title = {Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.005},
number = {6},
pages = {622--624},
doi = {10.1016/j.mencom.2019.11.005}
}
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Orel, Vladimir Borisovich, et al. “Quantum chemical comparison of ethynylation and C-vinylation routes in superbase catalyzed reaction of acetylenes with imines.” Mendeleev Communications, vol. 29, no. 6, Nov. 2019, pp. 622-624. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.005.

Abstract

The kinetic (free activation energies) and thermodynamic factors, which ensure mild conditions for the ethynylation of imines with acetylenes, have been established by quantum chemical calculations using B2PLYP/6-311+G**//B3LYP/6-31+G*. According to the calculations, the alternative route of superbase catalyzed C-vinylation requires harsher reaction conditions as compared to the ethynylation one.

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