Home / Publications / DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles

DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles

, 
Vadim I Malishev 1, 2, 3
Vadim I Malishev
, 
Michael G Medvedev 1, 2, 4
Michael G Medvedev
, 
Yurii Nikolaevich Bubnov 1, 2
Yurii Nikolaevich Bubnov
10.1016/j.mencom.2019.03.025
Published 2019-03-01
Communication , Volume 29, Issue 2, 190-193
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Kuznetsov N. Y. et al. DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 190-193.
GOST all authors (up to 50) Copy
Kuznetsov N. Y., Malishev V. I., Medvedev M. G., Bubnov Y. N. DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 190-193.
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TY - JOUR
DO - 10.1016/j.mencom.2019.03.025
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.025
TI - DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles
T2 - Mendeleev Communications
AU - Kuznetsov, Nikolai Yur'evich
AU - Malishev, Vadim I
AU - Medvedev, Michael G
AU - Bubnov, Yurii Nikolaevich
PY - 2019
DA - 2019/03/01
PB - Mendeleev Communications
SP - 190-193
IS - 2
VL - 29
ER -
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@article{2019_Kuznetsov,
author = {Nikolai Yur'evich Kuznetsov and Vadim I Malishev and Michael G Medvedev and Yurii Nikolaevich Bubnov},
title = {DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.025},
number = {2},
pages = {190--193},
doi = {10.1016/j.mencom.2019.03.025}
}
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Kuznetsov, Nikolai Yur'evich, et al. “DFT and experimental study of triallylborane-mediated isomerization of α-allylated azaheterocycles.” Mendeleev Communications, vol. 29, no. 2, Mar. 2019, pp. 190-193. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.025.

Abstract

Triallylborane-mediated thermal trans/cis-isomerization of α-allylated azaheterocycles is a unique stereoselective transformation providing straightforward access to important heterocycles. The main experimental features of this process, namely, thermodynamically controlled isomer ratio, 1,3-allylic strain as a driving force and regioselectivity are quantitatively described by quantum chemical calculations at B3LYP/6-31+G(d,p)/PCM(DMSO) level of theory.

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