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Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach

Sergey Zurabovich Vatsadze 1
Sergey Zurabovich Vatsadze
, 
Aleksei Viktorovich Medved'ko 1
Aleksei Viktorovich Medved'ko
, 
Artem Andreevich Bodunov 1
Artem Andreevich Bodunov
, 
Konstantin Alexandrovich Lyssenko 1, 2
Konstantin Alexandrovich Lyssenko
10.1016/j.mencom.2020.05.028
Published 2020-04-30
Communication , Volume 30, Issue 3, 344-346
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Vatsadze S. Z. et al. Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 344-346.
GOST all authors (up to 50) Copy
Vatsadze S. Z., Medved'ko A. V., Bodunov A. A., Lyssenko K. A. Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 344-346.
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TY - JOUR
DO - 10.1016/j.mencom.2020.05.028
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.028
TI - Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach
T2 - Mendeleev Communications
AU - Vatsadze, Sergey Zurabovich
AU - Medved'ko, Aleksei Viktorovich
AU - Bodunov, Artem Andreevich
AU - Lyssenko, Konstantin Alexandrovich
PY - 2020
DA - 2020/04/30
PB - Mendeleev Communications
SP - 344-346
IS - 3
VL - 30
ER -
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@article{2020_Vatsadze,
author = {Sergey Zurabovich Vatsadze and Aleksei Viktorovich Medved'ko and Artem Andreevich Bodunov and Konstantin Alexandrovich Lyssenko},
title = {Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.028},
number = {3},
pages = {344--346},
doi = {10.1016/j.mencom.2020.05.028}
}
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Cite this
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Vatsadze, Sergey Zurabovich, et al. “Bispidine-based bis-azoles as a new family of supramolecular receptors: the theoretical approach.” Mendeleev Communications, vol. 30, no. 3, Apr. 2020, pp. 344-346. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.028.

Keywords

closed-shell interactions
conformation
selective recognition
stereoelectronic effects

Abstract

Two new bis-azoles derived from 1,5-dimethylbispidin-9-one were synthesized and structurally characterized. In both cases the bispidine backbone adopts the double chair conformation, which is also confirmed by calculations. In both structures, the azole rings are spatially pre-reorganized for the supramolecular interactions with the proper substrates like electron-rich aromatic compounds; the origin and nature of tiny intramolecular interactions are discussed in view of conformation stability.

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