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Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics

Oleg Alexandrovich Levitskiy 1
Oleg Alexandrovich Levitskiy
,  , 
Tatyana Vladimirovna Magdesieva 1
Tatyana Vladimirovna Magdesieva
1 Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
10.1016/j.mencom.2024.09.016
Published 2024-09-09
Communication , Volume 34, Issue 5, 676-679
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Levitskiy O. A., Bogdanov A. V., Magdesieva T. V. Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics // Mendeleev Communications. 2024. Vol. 34. No. 5. pp. 676-679.
GOST all authors (up to 50) Copy
Levitskiy O. A., Bogdanov A. V., Magdesieva T. V. Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics // Mendeleev Communications. 2024. Vol. 34. No. 5. pp. 676-679.
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TY - JOUR
DO - 10.1016/j.mencom.2024.09.016
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.09.016
TI - Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics
T2 - Mendeleev Communications
AU - Levitskiy, Oleg Alexandrovich
AU - Bogdanov, Alexey Vladimirovich
AU - Magdesieva, Tatyana Vladimirovna
PY - 2024
DA - 2024/09/09
PB - Mendeleev Communications
SP - 676-679
IS - 5
VL - 34
ER -
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@article{2024_Levitskiy,
author = {Oleg Alexandrovich Levitskiy and Alexey Vladimirovich Bogdanov and Tatyana Vladimirovna Magdesieva},
title = {Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.09.016},
number = {5},
pages = {676--679},
doi = {10.1016/j.mencom.2024.09.016}
}
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Levitskiy, Oleg Alexandrovich, et al. “Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics.” Mendeleev Communications, vol. 34, no. 5, Sep. 2024, pp. 676-679. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.09.016.

Keywords

anion stabilization
diaryl nitroxides
hydrogen bonding
intramolecular n → π* interactions
voltammetric testing.

Abstract

A new approach to stabilization of the reduced state of nitroxides in solution is suggested. Thermodynamic stabilization of the strongly basic aminoxyl anions toward protonation and hydrogen bond formation with the solvent was achieved by intramolecular n → π* interactions. A new stable nitroxide radical bearing ortho-acyl group was synthesized to demonstrate this effect by means of cyclic voltammetry.

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